Sodium Nitrite → (3S)-3-Amino-3-(4-fluorophenyl)propan-1-ol

HRID 1416884노트

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HRID 1416884 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([CH2:12][CH2:13][OH:14])C(O)=O)=[CH:4][CH:3]=1.[N:15]([O-])=O.[Na+]>OS(O)(=O)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH2:15])[CH2:12][CH2:13][OH:14])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 23668193Sodium NitriteHCID 54078728HCID 54078728, 화합물

생성물 1

HCID 10219601(3S)-3-Amino-3-(4-fluorophenyl)propan-1-ol

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
2.5 °C

실험 절차

The hydrazide of (S)-2-(4-fluorophenyl)-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 (S)-1-(4fluorophenyl)-3-hydroxypropylamine is isolated as a light yellow oil.

후처리

  1. extractionextraction of the reaction mixture with ethyl acetate
  2. extractionfollowed by basification of the resulting aqueous solution with NaOH, extraction with methyl t-butyl ether
  3. dry with materialdrying of the extracts over MgSO4, filtration
  4. customthe removal of solvent
  5. customby rotary evaporation

출처 및 근거

ORD 기록
ord-6239970eb1024c52915d06c9ef0ecfe7
출처 데이터셋
uspto-grants-1999_06
특허 번호
US05916786

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