5- Ethoxy-2-hydroxy

A solution of 7.3 g of 3-ethoxy-5-hydroxy-4-methoxybenzaldehyde in 100 mL acetone was treated with 5 mL methyl iodide and 8.0 g finely powdered anhydrous K2CO, and held at reflux on a steam bath for 6 h. The solvent was removed under vacuum, and the residue was suspended in H20. After making this strongly basic, it was extracted with 3x50 mLCH,CL, the extracts were pooled, and the solvent removed under vacuum. The residual amber oil was distilled at 110-120 °C at 0.4 mm/Hg to yield 7.3 g of a white oil. This spontaneously set to white crystals of 3,4-dimethoxy-5-ethoxybenzaldehyde which had a mp of 49-49.5 °C. Anal. (CmHi (04) C,H. This same aldehyde can be obtained, but in a less satisfactory yield, by the ethylation of 3,4-dimethoxy-5-hydroxybenzaldehyde described under the preparation of metaproscaline (MP). 

Ethoxy-3-chlor-acrylsaure-chloride reagieren mit Phenylhydrazin (abs. Diethylcther 20-30°) iiber die entsprechenden Acrylsaure-hydrazidc zu Isomeren-Gemischen aus 3-Ethoxy-5-hydroxy-l-phenyl-und 5-Ethoxy-3-hydroxy-l-phenyl-l H-pyrazolen, die durch fraktionierte Krisallisation getrennt werden konnen2052. 

Ethoxy-4-(ethoxy-thiocarbonyl)-1 -phenyl- 463 3-Ethoxy-5-hydroxy-l -(4-nitro-phenyl)- 448... 

A solution of 7.3 g of 3-ethoxy-5-hydroxy-4-methoxybenzaldehyde in 100 mL acetone was treated with 5 mL methyl iodide and 8.0 g finely powdered anhydrous K2C03, and held at reflux on a steam bath for 6 h. 

Bis-[ethoxy-hydroxy-phosphoryl]- XII/2, 963 Bis-[3-(hydroxy-methyl-phosphonyl)-propyl]-pbe-nyl- E2, 143... 

Benzyl-diethoxy- E2, 134 Benzyl-diisopropyloxy- E2, 134 Benzyl-ethyl-phenyl- -tosylimid E2, 113 Benzyl-methyl-phenyl- -tosylimid E2, 113 Benzyloxy-diphenyl- E2, 17, 18 Benzyloxy-ethoxy-hydroxy- E2, 187 Bis-[2-biphenylyl]- E2, 876 [2,6-bis-(2-tetrahydropyranyloxy-methyl)-phenyl]-Bis-[4-brom-anilino]-phenyl- E2, 416 Bis-[2-brom-ethoxy]-(2-brom-ethyl)- E2, 196 Bis-[butylthio]-ethyi- E2, 79, 408 Bis-[2-chlor-cthoxy]-butyl- E2, 196 Bis-[2-chlor-ethoxy]-(2-chlor-ethyl)- E2, 196 Bis-[2-chlor-ethoxy]-methyl- E2, 196 Bis- 2-chlor-ethoxy]-phenyl- E2, 196, 197, 202 Bis- 2-ehlor-ethoxy]-(2-phcnyl-vinyl)- E2, 196 Bis-(2-ehlor-ethoxy]-vinyl- E2, 196 Bis-j 2-chlor-ethyl]-methyl- E2, 205 Bis-[chlormethyl]-dodecyl- E2, 22 Bis-12-cyan-ethyl]- E2, 223 Bis- diethylamino]-butyl- E2, 486 Bis-[ l-cthinyl-butyl]-phenyl- E2, 197 Bis-[ethoxycarbonyl-methyl]-chlor- E2, 251 Bis-[ethylthio]-ethyl- E2, 408 Bis-[4-methoxy-aniliiio]-phenyl- E2, 416 Bis-[4-methyl-phenylJ-phenyl- K2, 105 Bis- 4-methyl-phcnyl]-phenyl- -phenylsulfonvlimid E2, 105... 

Brom-phenyl)-(4-chlor-phenyl)- E2, 290 (4-Brom-phenyl)-dimethoxy- E2, 202 (4-Brom-phenyl)-dipropyloxy- E2, 202 (4-Brom-phenyl)-methoxy-phenyl- E2, 293 2-Butenyl-dimethoxy- E2, 201 tert.-Butyl-chlor-methyl- E2. 288 Butyl-diehlor- E2, 854 Butyl-diethoxy- E21, 201, 206 Butyl-difluor- E2, 854 Butyloxy-diethylamino-phcnyl- E2, 209 Butyloxy-diphenyl- E2, 281 tert.-Butyloxy-diphenyl- E2, 23 Butyloxy-dipropyl- E2, 292 Butvloxy-ethoxy-hydroxy- E2,187 Butvloxy-hydroxy-phenyl- E2, 189, 190, 422 tcrt.-Butyloxy-phenyl-vinyl- E2, 22 Butylthio-chlor-ethyl- E2, 222 (4-Chlor-butyl)-dibutyloxy- E2, 201 Chlor-(2-chlor-1 -chlormethyl-ethoxy)-phenvl- E2, 191, 197... 

Chlor-phenyl)-difluor- E2, 429 (4-Chlor-phenyl)-dimethoxy- E2, 197 Chlor-phenyl-propylthio- E2, 248 (2-Cyan-ethyl)-cyclohcxyl- E2, 245 Cyclohexyl-ethoxy-hydroxy- E2, 190 Dialkoxy-methyl- E2, 405 Dianilino-phenyl- E2, 416 Dibenzyloxy-phenyl- E2, 207 Dibrom-methyl- E2, 330, 331, 484 Dibrom-phenyl- E2, 30, 32 Dibutyl- E2, 263 Dibutyl-dicthylamino- E2, 287 Dibutyl-cthoxy- E2, 23 Dibutyl-ethoxy- E2, 23 Di-tert.-butyl-ethoxy- E2, 22 Di-tcrt.-butyl-methoxy- E2, 22 Dibutyloxy-ethyl- E2, 205 Dibutyloxy-naphthyl- E2, 203 Dibutyloxy-phenyl- E2, 207... 

Dipipcridino-phenyl- E2, 482 Di-2-propinyloxy-ethyl- E2, 196 Dipropyl-(4-methoxy-N-lfaethyl-amlino)- E2, 296 Dipropyl-propyloxy- E2, 212 Divinyl-phenyl- E2 874 Ethoxy-ethyl-methoxycarbonylmethyl- E2, 21 Ethoxy-ethyl-phenyl- E2, 23 Ethoxy-hydroxy-methyl- E2, 130, 131 Ethoxy-hydroxy-phenyl- E2, 131, 185, 187, 190, 422 Ethoxy-(2-propinyloxy)-trifluormethyl- E2, 196 Ethyl-ethylthio-(l-methyl-3-oxo-butyl)- E2, 223 Ethyl-methyl-phenyl- -tosylimid E2, 11.3 Ethyl-pbenyl-propyloxy- E2, 281 F.thyl-phenyl-propylthio- E2, 225. Hydroxy-(2-isopropyl-5-methvl-cyclohexvloxv)-methyl- E2, 392... 

Acetyl-ethyl-phenyl- E2, 23 (2-Aeylamino-ethoxy)-hydroxy- El, 317 (l-Aeyloxy-vinyl)-diorgano- El, 253 A lk oxy-dialkylamino-... 

Note also that if another ester, of general formula R-COOCjHj, were used in place of benzaldehyde in the above reaction, a similar complex would be formed, and on acidification would give an unstable p-hydroxy-P-ethoxy ester, which would very readily lose ethanol with the formation of a 3-keto-ester. 

Pigment Red 170 [2786-76-7] 12475 N aphthol AS coupling of dia2oti2ed -aminoben2amide with 3-hydroxy-2-naphth-2 -ethoxy- anilide... 

Electrophiles, such as C—Hal functions, contained in side chains may be well positioned for interaction with ring heteroatoms. Thus, Af-t-butyl-2-tosyloxymethylaziridine in ethanol displaces tosylate ion from the side chain, and nucleophilic opening of the resulting azabicyclobutanonium ion by solvent gives 3-hydroxy- and 3-ethoxy-azetidine (Section 5.09.2.3.2). 

Benzo[b]furan, 2,3-dihydro-2-phenyl-synthesis, 4, 697 Benzo[b]furan, 2,3-dihydroxy-tautomerism, 4, 37 Benzo[6]furan, 4,6-dimethoxy-acylation, 4, 606 Benzo[6]furan, 2,3-dimethyl-acetylation, 4, 606 bromination, 4, 605 photooxygenation, 4, 642 Benzo[b]furan, 5,6-dimethyl-2,3-diphenyl-applications, 4, 709 Benzo[b]furan, 1,3-diphenyl-vertical ionization potential, 4, 587 Benzo[b]furan, 2-ethoxy-5-hydroxy-synthesis, 4, 127... 

Maltol — see Pyran-4-one, 3-hydroxy-2-methyl-Maltol, ethyl — see Pyran-4-one, 3-ethoxy-2-methyl-Maltol, methyl — see Pyran-4-one, 3-methoxy-2-methyl-Mandelic acid ethyl ester, 1, 310-311 Manganaindene reactions, 1, 671 Mannich bases dehydro... 

Pyran-4-one, 3-ethoxy-2-methyl-, 3, 612 IR spectra, 3, 595 Pyran-4-one, 2-hydroxy-tautomerism, 3, 642 Pyran-4-one, 3-hydroxy-appiication, 3, 880 synthesis, 2, 91 3, 815 Pyran-4-one, 5-hydroxy-2-hydroxymethyl- C NMR, 3, 588 mass spectra, 3, 611... 

Pyrimidine-2,4-diamine, 5-(benzylamino)-6-hydroxy-as cofactor of phenylalanine hydroxylase, 1, 261 Pyrimidine-2,4-diamine, 5-ethoxy-synthesis, 3, 114... 

Later Goto and Shishido prepared di-3-ethoxy-5 6-dimethoxy-A -ethylnoraporphine ethiodide, m.p. 186-7°, and this, by the Hofmann degradation process, gave the ethiodide of the de-At-ethyl base, m.p. 194°, from which the dimethoxyethoxyvinylphenanthrene, m.p. 108°, was obtained, identical with that from natural Z-tuduranine. The latter is therefore 3-hydroxy-5 6-dimethoxy-A -H0)aporphine. A later paper (1941) also relating to tuduranine is not yet accessible. 

Hydroxy-20-ketones via Ethoxyethynyl Carbinols A solution of 3, 17/ -dihydroxy-21-ethoxy-17a-pregn-5-en-20-yne 3-acetate (5 g) in ethanethiol (10 g) to which di-t-butyl peroxide (0.95 g) has been added is refluxed for 4 hr... 

Ethoxyacetylene, 74, 136, 138, 181 1 -Ethoxycyclohepta-1,3,5-triene, 365 1-Ethoxycyclohexene, 365 1 - Ethoxy-7,7-dichloronorcarane, 365 17a-Ethoxyethynylandrost-5-ene-3, 17 -diol 3-acetate, 181, 182 Ethoxyethynylmagnesium bromide, 138 21 -Ethoxy-3-methoxy-19-norpregna-1,3,5(10) -trien-20-yne-17 -oI, 139 Ethyl 3 -acetoxy-17/3-hydroxy-17 a-pregn-5-en-21-oate, 139... 

Shugar and FoxS " reported that 4-ethoxypyrimidin-2-one exists in the 0X0 form 102 since its ultraviolet spectrum is different from that of 103. They further claimed that the isomeric compound, 2-ethoxy-4-hydroxypyrimidine, existed in the hydroxy form (104) however, reexamination of the ultraviolet spectral data suggests that this unlikely conclusion may be incorrect, and the infrared spectrum of 104 does, indeed, show a carbonyl absorption band. 2-Methylthiopyrim-idin-4-one has been reported to exist in the hydroxy form, but this to appears unlikely. 

A number of quinoxalines carrying substituents in the benzene ring base have been quaternized, including 5-ethoxy,6-methyl, 6-chloro, and some 2-phenyl derivatives, but in none of these cases has the position of quatemization been ascertained. 5-Hydroxy-quinoxaline gives a methiodide which can still form metal complexes, indicating that salt formation occurred on N-1. ... 

Sodium azide does not react with carbonyl sulfide to form 5-hydroxy-1,2,3,4-thiatriazole, nor with carboxymethyl xanthates, RO-CS SCH2COOH, to form 5-alkoxy-l,2,3,4-thiatriazoles. The latter, however, could be prepared from xanthogenhydrazides (RO-CS NHNH2) and nitrous acid. They are very unstable and may decompose explosively at room temperature only the ethoxy compound (6) has been examined in detail. This is a solid which decomposes rapidly at room temperature and even at 0°C is transformed after some months into a mixture of sulfur and triethyl isocyanurate. In ethereal solution at 20° C the decomposition takes place according to Eq. (16)... 

In the reaetion of 1-alkoxytryptamines with aqueous HCl, 5-ehlorotryptamines (213), 7-ehlorotryptamines (214), and dealkoxylated tryptamines (53) are pro-dueed, and the results are summarized in Table V. Interestingly, the 1-substituent is an important faetor in governing the yield of 5-ehlorotryptamines (213). As the substituent ehanges in turn from hydroxy to methoxy, l-(2-methoxyearbonyl)ethoxy, and l-(2-methoxyearbonyl-l-methyl)ethoxy groups (entries 1-4), the yield of 213a inereases dramatieally. 

The relative stereostructure of 9-acetyl-7-hydroxy-l,2-dimethyl-7-meth-oxycarbonyl-4-phenyl-6-oxo-l, 4,7,8-tetrahydro-6/7-pyrido[l, 2-u]pyri-midine-3-carboxylate 122 was justified by an X-ray diffraction analysis (97JOC3109). The stereochemistry and solid state structure of racemic trans-6,9-//-l, 6-dimethyl-9 z-ethoxy-9-hydroxy-4-oxo-l,6,7,8,9,9 z-hexahydro-4//-pyrido[l,2- z]pyrimidine-3-carboxylate (123), adopting a cw-fused conformation, were determined by X-ray investigations (97H(45)2175). 

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