4-(Methylthio)benzaldehyde → [4-(Methylsulfanyl)phenyl]methanol

HRID 617882노트

반응식

HRID 617882 반응식
[BH4-].[Na+].[CH3:3][S:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[O:10])=[CH:7][CH:6]=1>C(O)(C)C>[CH3:3][S:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9][OH:10])=[CH:7][CH:6]=1

참가 물질

4

반응물 2

HCID 769854-(Methylthio)benzaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 592968[4-(Methylsulfanyl)phenyl]methanol수율 98.7%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

Sodium borohydride (3.78 g) was added to isopropyl alcohol (50 ml) and the mixture was stirred under ice-cooling. Thereto was dropwise added 4-(methylthio)benzaldehyde (15 g) and the mixture was stirred at room temperature for 30 minutes. The solvent was distilled away and water was added to the residue. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled away and the residue obtained was recrystallized from hexane-ethyl acetate to give the subject compound (15 g) as white crystals. melting point=41-43° C.

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 30 minutes
  3. distillationThe solvent was distilled away
  4. additionwater was added to the residue
  5. extractionThe mixture was extracted with ethyl acetate
  6. washThe organic layer was washed with saturated brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe solvent was distilled away
  9. customthe residue obtained
  10. customwas recrystallized from hexane-ethyl acetate

출처 및 근거

ORD 기록
ord-1697a2ad598f4cba80a088b5b2cb8c02
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05952316

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