(S)-2-Amino-2-(3-fluorophenyl)ethanol synthesis
- Product Name:(S)-2-Amino-2-(3-fluorophenyl)ethanol
- CAS Number:325152-98-5
- Molecular formula:C8H10FNO
- Molecular Weight:155.17
1312719-10-0
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325152-98-5
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Yield:325152-98-5 85%
Reaction Conditions:
Stage #1: (R,E)-N-(2-(tert-butyldimethylsilyloxy)-1-(3-fluorophenyl)ethylidene)-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
1312718-87-8
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325152-98-5
45 suppliers
$105.00/100mg
1073-06-9
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325152-98-5
45 suppliers
$105.00/100mg