Sodium Nitrite → (R)-1-Phenyl-3-propanolamine
반응식
[C:1]1([C@@H:7]([CH2:11][CH2:12][OH:13])C(O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:14]([O-])=O.[Na+]>OS(O)(=O)=O>[C:1]1([C@H:7]([NH2:14])[CH2:11][CH2:12][OH:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1참가 물질
4
반응 조건
- 온도
- 2.5 °C
실험 절차
The hydrazide of (R)-2-phenyl-4-hydroxybutanoic acid (0.5 gram) is reacted with a solution of 0.5 grams of sodium nitrite in 10 ml of 5% H2SO4. The reaction mixture is maintained for 1 hour at 0-5° C, followed extraction of the reaction mixture with ethyl acetate, followed by basification of the resulting aqueous solution with NaOH, extraction with methyl t-butyl ether, drying of the extracts over MgSO4, filtration, and the removal of solvent by rotary evaporation. The product (R)-1-phenyl-3-hydroxypropylamine is isolated as a light yellow oil.
후처리
- extractionextraction of the reaction mixture with ethyl acetate
- extractionfollowed by basification of the resulting aqueous solution with NaOH, extraction with methyl t-butyl ether
- dry with materialdrying of the extracts over MgSO4, filtration
- customthe removal of solvent
- customby rotary evaporation
출처 및 근거
- ORD 기록
- ord-206273f3a5b04c29887fd9d6c0e47c87
- 출처 데이터셋
- uspto-grants-1999_06
- 특허 번호
- US05916786
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