3-Phenyllactic acid, (S)- → (2S)-3-Phenylpropane-1,2-diol
반응식
[OH:1][C@@H:2]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3](O)=[O:4].B.C1COCC1>C1COCC1>[C:7]1([CH2:6][C@H:2]([OH:1])[CH2:3][OH:4])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1참가 물질
4
실험 절차
To a solution of (S)-2-hydroxy-3-phenylpropanoic acid (4.98 g, 30.0 mmol) in 100 mL of anhydrous THF was added slowly BH3.THF complex (90 mL, 1M in THF, 3.0 equiv.) with ice cooling under N2. The solution was stirred overnight at room temperature, and the reaction was quenched with water (Caution, copious H2 evolution). After evaporation of the solvent, the residue was diluted with water and extracted with EtOAc (3×50 mL). The combined organic layers were dried over Na2SO4 and concentrated to afford (S)-3-phenylpropane-1,2-diol (4.13 g, 91%) as a colorless oil. LC-MS (ESI) m/z 153 (M+H+).
후처리
- customthe reaction was quenched with water (Caution, copious H2 evolution)
- customAfter evaporation of the solvent
- additionthe residue was diluted with water
- extractionextracted with EtOAc (3×50 mL)
- dry with materialThe combined organic layers were dried over Na2SO4
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-39dede94eed0449f96974ee8bdce7014
- 출처 데이터셋
- uspto-grants-2013_05
- 특허 번호
- US08445684B2
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