4- phenyl 2-hydroxy-2-propyl

After evaporation of the solvent, a very thick, colorless oil is obtained. This base is dissolved by 200 ml of absolute ethanol and the quantity of HCI to obtain the dihydrochioride is added. It is left for a few hours over ice, dried, washed with approximately 100 ml of anhydrous ether in order to obtain 190 to 195 grams of 1-[2-phenyl-2-methoxy]-ethyl-4-[3-phenyl-3-hydroxy] -propyl-piperazine dihydrochioride after drying at 60°C in vacuo. The yield is 80%. It is recrystallized from absolute ethanol. The product is in the form of white crystalline powder, soluble in water, slightly soluble in alcohol, insoluble in ethyl acetate. 

Hydroxymethyl- -methylester 601 2-[2-(2-Hydroxy-phenyl)-athyIj- 767 -[l-hydroxy-propyl-(2)-amid] 212 -isopropylester-isopropylimid 359 2-Jod- 160 2-Jod- -chlorid 186... 

N-(Heptafluor-propyl)- -athylester 130 N-(2-Methoxycarbonyl-athyl)- -athylester 675 N-Methyl-N-carboxymethyl- -methylester 130 N-Methyl-N-phenyl- -methylester 130 N-Methyl-N-thienyl-(2)- -methylester 129 N-(2,2,3,3,3-Pentafluor-propyl)- -athylester 130 N-(Perfluor-alkyl)- -ester 132 N-(2-Phenyl-athyl)- -methylestcr 132 N-Phenyl- -methylester 128f. N-(/J-r>-Ribofuranosyl)-N-(3-hydroxy-propyl)- 140 N-Undecyl- -methylester 130... 

Bis- 3-(bzw.4)-[2,2-dimethyl-2-(2-hydroxy-propyl)-1 -dehydro-hydrazinocarbonyl]-phenyl - 687 Bis-[2-methy]-phenyl]- 538 -bis-phosphonsaure-diester 523 Bis-[trifluormethy]]- 538 tert.-Butyl-( 1-hydroperoxy-cyclopentyl)- 571 tert.-Butyl-( 1 -hydroxy-cyclopentyl)- 571 (4-Chlor-phenyl)-(2-nitro-phenyl)- 693 (4-Chlor-phenylthio)-(4-nitro-phenyl)- 700 [Cyclohexen-(l)-yl]-phenyl- 368 Diaryl- 550, 552, 558, 567 Diphenyl-... 

Hydroxy-propyl )-4-phenyl- 263 5 -H ydroxy-3,4,4-trimethyl-1-phenvl -4,5 -dihydro-262... 

Preparative Photolysis. The preparative photolysis of an aqueous solution (pH=8.5) of AETSAPPE (2.5 M) was conducted in a 1-inch diameter quartz test tube in a Rayonet Reactor (Southern New England Radiation Co.) fitted with 254 nm lamps. Within two hours the solution gelled and the reaction was terminated. Upon acidification the solution cleared, and the product could be re-precipitated by addition of base. This indicates loss of the thiosulfate functionality. The product was dissolved in dilute HC1, precipitated with acetone, and filtered. This process was repeated three times, and the final precipitate was washed with water. The product (20 to 30 mg) was dried in vacuo for 24 hours and stored in a dessicator until use. Comparison of the13 C NMR spectrum of the product with the starting AETSAPPE 13C NMR spectrum clearly shows that the thiosulfate methylene peak shifted upfield, from 39 ppm to 35 ppm. The complete 13 C NMR and IR analysis of the product were consistent with the disulfide product. Further, elemental analysis of the product confirmed that the product was the desired disulfide product 2-amino (2-hydroxy 3-(phenyl ether) propyl) ethyl disulfide (AHPEPED) Expected C 58.39, H 7.08, N 6.20, S 14.18 actual C 58.26, H 7.22, N 6.06, S 14.28. 

Preparative photolysis of AETSAPPE (0.25 M aqueous solution) at 254 nm (Rayonet reactor) resulted in the formation of the disulfide product 2-amino(2-hydroxy-3-(phenyl ether) propyl) ether disulfide (AHPEPED) as the primary photoproduct Photolysis of AETSAPPE at 254 nm (isolated line of medium pressure mercury lamp) resulted in rapid initial loss of starting material accompanied by formation (analyzed by HPLC) of AHPEPED (Figure 12a and 12b) (Scheme IV). Similar results were obtained for photolysis- at 280 nm. Quantum yields for disappearance of AETSAPPE and formation of AHPEPED at 254 nm and 280 nm are given in Table I. The photolytic decomposition of AETSAPPE in water was also accomplished by sensitization ( x =366 nm) with (4-benzoylbenzyl) trimethylammonium chloride (BTC), a water soluble benzophenone type triplet sensitizer. The quantum yield for the sensitized disappearance (Table I) is comparable to the results for direct photolysis (unfortunately, due to experimental complications we did not measure the quantum yield for AHPEPED formation). These results indicate that direct photolysis of AETSAPPE probably proceeds from a triplet state. 

Oxazolidine konnen reduktiv zu 3-Amino-alkanolen gespalten werden, wie die Re-duktion von 2-Methyl-3-phenyl-5-(trimethylsilyl-methyl)- und 2-Phenyl-3-propyl-5-(tri-methylsilyl-methyl)-l, 2-oxazolidin zu 2-Hydroxy-4-metkylamino-4-phenyl-l-trimethylsi-lyl-butan bzw. 4-Anilmo-2-hydroxy-l-trimethylsilyl-heptan zeigt die so erhaltenen Amino-... 

Oxazole (Continuation) 2-(4-Chloro-phenyl)-4-(3-hydroxy-propyl)-5-lrilluoromethyl)- F.8a. 928 [ 1 -Aroyl - 2-COOH - pyrro-lidin + (F,C-C0)20]... 

Methyl magnesium chloride (3.0 Molar solution in THF, 790 mmol) was added dropwise over 30 min to the CeCI3 slurry at 0°C. After stirring 2 hours, the mixture was cooled to -5°C and a toluene (600 mL) solution of the ethyl 2-(3(S)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-hydroxy-propyl)benzoate (152 mmol) was added dropwise over 1 hour. The reaction mixture was stirred another hour before the addition of 2 M HOAc (600 mL) and toluene (600 mL). The organic layer was washed with saturated aq. NaHC03 and with brine. Concentration in vacuo and purification of the residue by flash chromatography (30% EtOAc in toluene) gave 63.48 g (91%) of the 2-(2-(3(S)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-hydroxypropyl)phenyl)-2-propanol. 

A). 2 -Hydroxy-5 -([N-(2-methyl-1-phenyl-2-propyl) glycyl]methane-sulfonanilide hydrobromide ... 

Bis-[trifluormcthyl]-tert.-butyl- E2, 167 Bis-[2,4,6-trimethyl-phenyl]- XII/1, 194 Bis-ftrimethylsilyloxy]- XII/2, 116 El,. 339,424 aus phospltoriger Saure und Chor-trimethyl-silan/Triethylamin El, 340f. Bis-[4-trimethylsilyl-phenyl]-phenyl- E2, 37 Brommethyl-hydroxymethyl-methyl- E2, 53 (l-Brommethyl-vinyl)-dicthyl- E2, 13 (4-Brom-phenyl)-hydroxy- El, 128 (3-Brom-propyl)-(cthoxycarbonyl-methyl)-phenyl-E2, 24... 

Phosphanoxid (Forts.) Hydroxy-(4-hydroxy-phenoxy)- EX, 313 Hydroxy-(3-hydroxy-propyl)-phenyl- Xll/l, 248 Hydroxy-(l-hydroxy-2,2,2-trichlor-ethyl)-... 

Hydroxy-(2-phenyl-ethyl)- XII/1, 295 Hydroxy-propyl- XII/1, 295 Hydroxy-(3-propylamino-propyloxy)- El, 319 Hydroxy-propyloxy-... 

Fluorsulfonyl-ethyl)-methyl- -ethylester E2, 208 [2-(2-Furyl)-2-oxo-l-phenyl-ethyl]-phenyl- El, 592 1,2-Hexadienyl-phenyl- -(1-propyl-2-propinylester) E2, 192, 197 Hexyl-methyl- E2, 162 Hexyl-methyl- -chlorid E2. 162 -(2-hydroxy-anilid)... 

Thiocarbamidsaure N,N-Dimethyl- -0-(3-methoxy-phenylester) E4, 435 (Cl -> NR2) N-Hydroxy-N-phenyl- -S-propyl-ester E4, 331 (Cl - N(OH)-Ar] Thiophen... 

Benzyl-1 -(3-hydroxy-propyl)- E16a, 487 (R2N —NO —Red.) 2-(2-Hydroxy-butyl)-l-phenyl- El6a, 601 (R-NH-NH2 + Oxiran) 2-(2-Hydroxy-2-methyl-propyl)- 3 -phenyl- E16a, 601 (R-NH-NH2 + Oxiran) (4-Isopropyloxy-benzyl)- E16a, 432 (Hydrazin-Alkyl.) (4-Propyloxy-benzyl)- E16a, 432 (Hydrazin-Alkyl.)... 

Arsinsanre (4-Chlor-phenyl)-(3-ethinyloxy-2-hydroxy-propyl )-XIII/8, 329... 

Hydroxy-propyl)- V/ld. 426f. Isopropyloxy- V/ld, 435 f. Cyclopentan 1-Hydroxy-1-phenyl-VI/la,2, 1161... 

Hydroxy-propyl)-2-phenyl-4,5-dihydro- E21b, 1246 [R-CHO + (H3C)2CuLi] (4X,55)-4-Methoxymethyl-2-methyl-... 

Peroxid (2-Hydroxy-propyl)-(l-methyl-1 -phenyl-ethyl)- E13/1, 378 (Oxiran -t- R-O-OH)... 

Oxazol 2-(4-Chlor-phenyl)-4-(3-hydroxy-propyl)-5-trifluorme-thyl- E8a, 928 [(F3C —CO)20 + 2-COOH — 2-(CO — Ar) — py rro-lidin]... 

This reaction has found little application to mercaptan syntheses since the mercaptans are usually as readily available (by other methods) as the disulfides. The S-S linkage is reduced by zinc in acetic or sulfuric " acid, lithium aluminum hydride, or metallic sodium. y-Hydroxy-propyl disulfide is reduced electrolytically in 70% yield. Reduction by sodium disulfide does not reduce the nitro group in the preparation of p-nitrothiophenol (65%), whereas zinc and acetic acid converts o-nitro-phenyl disulfide to o-aminothiophenol (90%). Disulfides made by the action of ammonium hydrogen sulfide on aldehydes are sources for difficultly available aromatic and heterocyclic mercaptans. The disulfides are reduced by aluminum amalgam and water. ... 

Aldehyd) 2-( 1-Ethyl-2-hydroxy-2-phenyl-ethyl)-.., 659 2-( I-Ethenyl-2-hydroxy-propyl)-.., 660 2-(l-Ethenyl-2-hydroxy-4-phenyl-3-butenyl)-.., 661 2-(2-Hydroxy-propyl)-(pyrido[3,2-d]-l, 3-thiazo ) 03... 

Diethoxyphosphoryl-l-hydroxy-ethyl)-4-methyl-2-methylamino- 202 5-(2-Diethoxyphosphoryl-l-hydroxy-propyl)-4-methyl-2-phenyl- 202... 

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