2-Ethoxy-5- phenol

Pang, J., Xi, X., Cao, G., and Yuan, Y. 1996. Phase transfer catalyzed synthesis of o-ethoxy-phenol under microwave irradiation. Synthetic Communications, 26 3425-29. 

Chloro-l-methoxy ethoxy )phenol A124 Industrial 151... 

OCH3 4-OCHj 3 -Methoxy-phenol 8 4-M ethoxy-phenol 92 2... 

Ferrous Sulfate Used, grams Yield of M ethoxy phenols Relative to a Standard M ethoxyphenols ... 

Preparation by reaction of 3, 4 -dimethoxy-a-bromo-acetophenone with 4-m.ethoxy-phenol in the presence of potassium carbonate in acetone [6163,6178,6179]. 

Mono-Me ether see 2-Methoxyphenol, M-00102 Di-Me ether see 1,2-Dimethoxybenzene, D-00766 Mono-Et ether [94-71-3]. 2-Ethoxy phenol CgHioOj M 138.166... 

Aromatics containing electron releasing groups such as phenols, dim ethyl am in oben 2en e and indole are formylated by 2-ethoxy-l,3-dithiolane in the presence of boron trifluoroetherate, followed by hydrolysis (114). The preformed dithiolanium tetrafluoroborate also undergoes Friedel-Crafts reaction with aromatics such as dim ethyl am in oben 2en e and indole (115), and was used to generate dithiolanium derivatives (formyl precursors) from the enoltrimethylsilyl ether derivatives (116). 

Mild acid converts it to the product and ethanol. With the higher temperatures required of the cyano compound [1003-52-7] (15), the intermediate cycloadduct is converted direcdy to the product by elimination of waste hydrogen cyanide. Often the reactions are mn with neat Hquid reagents having an excess of alkene as solvent. Polar solvents such as sulfolane and /V-m ethyl -pyrrol i don e are claimed to be superior for reactions of the ethoxy compound with butenediol (53). Organic acids, phenols, maleic acid derivatives, and inorganic bases are suggested as catalysts (51,52,54,59,61,62) (Fig. 6). 

Corypalline, CnHijOjN (Corydalis spp. Nos. 9, 22 list, p. 170). This phenolic base, m.p. 168°, picrate, m.p. 178°, contains one methoxyl group and on methylation yields 2-methyl-6 7-dimethoxytetrahydrof5oquinoline, Ci2Hi,02N, m.p. 82°, and on ethylation, 2-methyl-6-methoxy-7-ethoxy-tetrahydrofsoquinoline, m.p. 65°, whence the free hydroxyl appears to be at C and this has been confirmed by the synthesis of corypalline by a method analogous with that used by Spath, Orekhov and Kuffner. Corypalline is therefore hydrohydrastinine (XII) with the methylenedioxy group replaced by MeO at C and. OH at C (Manske). ... 

Mono-substitution occurs most readily in the stepwise replacement of the halogen substituents of 2,4,6-trichloro-s-triazine with aqueous methanol and sodium bicarbonate (30°, 30 min), the monomethoxy derivative (324) is obtained on heating (65°, 30 min), the disubstitu-ted derivative is formed and on brief heating (65°) with the more basic sodium carbonate or methanolic sodium hydroxide (25°, 3 hr) complete methoxylation (320) occurs. Ethanolic ethoxide (25°, 1 hr) or sodium carbonate (35°) is sufficient to give complete ethoxy-dechlorination. The corresponding phenoxy derivatives are obtained on treatment with one (0°), two (15°, 1 hr), or three equivalents (25-70°, 3 hr) of various sodium phenoxides in aqueous acetone. The stepwise reaction with phenols, alcohols, or thiols proceeds in better yield in organic solvents (acetone or chloroform) with collidine or 2,6-lutidine as acid acceptors than in aqueous sodium bicarbonate. ... 

Chloro-6-methyl-l,5-naphthyridine reacts readily with methano-lic methoxide (65°, 7 hr, 75% yield), but more vigorous conditions (180°, 2-7 hrs, 30-85% yield) were used for various aminations. The 4-chlorodiazanaphthalene reacted with a sec-alkylamine under less vigorous conditions (95%, 36 hr, 85% yield) and with ammonia-phenol (180°, 3 hr, 50% yield) gave the phenoxy derivative which was also alkylaminated (200°, 3 hr, 90% yield).The 3-bromo and 3-bromo-2-ethoxy derivatives of428 were aminated with copper sulfate and concentrated ammonia (170°, 40 hr, 75% yield). 

Chamical Name 4-[2-(Dimethvlamino)ethoxy] 2-methyl-5-(1-methylethyD-phenol acetate (ester)... 

CN 4-[2-(dimethylamino)ethoxy]-2-raethyl-5-(l-methylethyl)phenol acetate (ester) hydrochloride... 

J. M. Getliff and S. G. James. The replacement of alkyl-phenol ethoxy-lates to improve the environmental acceptability of drilling fluid additives. In Proceedings Volume, volume 2, pages 713-719. 3rd SPE et al Health, Safety Environ Int Conf (New Orleans, LA, 6/9-6/12), 1996. 

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