Sodium borohydride → (S)-2-Amino-2-phenyl-1-propanol

HRID 605414노트

반응식

HRID 605414 반응식
[NH2:1][C@:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH3:8])[C:3](OCC)=[O:4].[BH4-].[Na+]>CCO>[NH2:1][C@:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH3:8])[CH2:3][OH:4]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 86615568ethyl (2S)-2-amino-2-phenylpropanoate

생성물 1

HCID 11205865(S)-2-Amino-2-phenyl-1-propanol수율 109.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The product of Example 445C (1.28 g, 6.6 mmol, prepared in) was reacted with sodium borohydride (1.25 g, 33 mmol) in 75% aqueous EtOH (32 mL) at reflux for 1 hour. The reaction was concentrated, diluted with water (20 mL) and extracted with ethyl acetate (3×75 mL). The organic layer was washed with 10% NaHCO3 solution (2×10 mL), dried over MgSO4, and concentrated to give the title compound as colorless viscous oil (1.09 g., 100%).

후처리

  1. temperatureat reflux for 1 hour
  2. concentrationThe reaction was concentrated
  3. additiondiluted with water (20 mL)
  4. extractionextracted with ethyl acetate (3×75 mL)
  5. washThe organic layer was washed with 10% NaHCO3 solution (2×10 mL)
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c1b52354bd3a45acbc4422e3c866a469
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910595B2

반응 노트

불러오는 중…