(S)-2-AMino-2-(4-trifluoroMethylphenyl)ethanol synthesis
- Product Name:(S)-2-AMino-2-(4-trifluoroMethylphenyl)ethanol
- CAS Number:287394-20-1
- Molecular formula:C9H10F3NO
- Molecular Weight:205.18
![2-Propanesulfinamide, N-[(1S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[4-(trifluoromethyl)phenyl]ethyl]-2-methyl-, [S(R)]-](/CAS/20210305/GIF/1312719-16-6.gif)
1312719-16-6
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Yield:287394-20-1 93%
Reaction Conditions:
Stage #1: (Rs,1S)-N-(2-(tert-butyldimethylsilyloxy)-1-(4-(trifluoromethyl)phenyl)ethyl)-2-methylpropane-2-sulfinamidewith hydrogenchloride in methanol at 20; for 3 h;
Stage #2: with sodium hydrogencarbonate in water;
Steps:
4.6.1. (S)-2-Amino-2-(4-fluorophenyl)ethanol 1a
General procedure: At first, (Rs,2S)-N-((tert-butyldimethylsilyloxy)-1-(4-fluorophenyl)ethyl)-2-methylpropane-2-sulfinamide 8a (0.280 g, 0.749 mmol) was dissolved in MeOH (10 mL) and then HCl/MeOH (4 M, 2.0 mL) was added. The mixture was stirred at room temperature for 3 h. The solvent was removed under vacuum and the residue neutralized with saturated NaHCO3 (20 mL). The mixture was extracted with CH2Cl2/MeOH (10:1, 3 × 50 mL) and the organic phases dried (Na2SO4) and concentrated to give 0.11 g (93%) of (S)-2-amino-2-(4-fluorophenyl)ethanol as a white solid.
References:
Pan, Xingang;Jia, Liangbin;Liu, Xuejian;Ma, Haikuo;Yang, Wenqian;Schwarz, Jacob B. [Tetrahedron Asymmetry,2011,vol. 22,# 3,p. 329 - 337] Location in patent:experimental part
144789-75-3
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![1,2-Ethanediol, 1-[4-(trifluoromethyl)phenyl]-, (1R)-](/CAS/20210305/GIF/255733-11-0.gif)
255733-11-0
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402-43-7
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