3-Phenylthiopropan-2-one → 1-(Phenylthio)-2-propanol

HRID 1925533노트

반응식

HRID 1925533 반응식
[BH4-].[Na+].[C:3]1([S:9][CH2:10][C:11](=[O:13])[CH3:12])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[C:3]1([S:9][CH2:10][CH:11]([OH:13])[CH3:12])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 2471293-Phenylthiopropan-2-oneHCID 4311764Sodium borohydride

생성물 1

HCID 997881-(Phenylthio)-2-propanol수율 52%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

732 mg (19.2 mmol) of NaBH4 were added in portions, while cooling (ice bath), to a solution of 2.46 g (14.8 mmol) of 1-(phenylthio)propan-2-one in methanol (18 ml). Stirring was then carried out for a further 2 h while cooling (ice bath). The mixture was then quenched with AcOH (17 ml) and then concentrated in vacuo. The residue was taken up in an ether/water mixture and neutralized with NaHCO3. The phases were separated and the organic phase was dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by means of CC (EA/hex 15:85), yielding 1.3 g (7.7 mmol, 52%) of 1-(phenylthio)propan-2-ol.

후처리

  1. temperaturewhile cooling (ice bath)
  2. temperaturewhile cooling (ice bath)
  3. customThe mixture was then quenched with AcOH (17 ml)
  4. concentrationconcentrated in vacuo
  5. customThe phases were separated
  6. dry with materialthe organic phase was dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe residue was purified by means of CC (EA/hex 15:85)

출처 및 근거

ORD 기록
ord-57ca5c735d4144818424ab4cca1f12d0
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178684B2

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