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

HRID 1925533ノート

反応式

HRID 1925533 の反応式
[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

参加物

4

反応物 2

HCID 2471293-Phenylthiopropan-2-oneHCID 4311764Sodium borohydride

生成物 1

HCID 997881-(Phenylthio)-2-propanol収率 52%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-57ca5c735d4144818424ab4cca1f12d0
出典データセット
uspto-grants-2012_05
特許番号
US08178684B2

反応ノート

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