Sodium borohydride → 2-Hydroxy-3-(o-tolylthio)benzyl alcohol

HRID 1164107노트

반응식

HRID 1164107 반응식
[BH4-].[Na+].[OH:3][C:4]1[C:11]([S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=[O:7]>CO>[OH:3][C:4]1[C:11]([S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][OH:7]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 130666712-Hydroxy-3-(o-tolylthio)benzaldehyde

생성물 1

HCID 130666702-Hydroxy-3-(o-tolylthio)benzyl alcohol수율 76.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium borohydride (850 mg) was added slowly to a suspension of 2-hydroxy-3-(o-tolylthio)benzaldehyde (11 g) in methanol (50 ml) at temperature below 15° C., and the mixture was stirred at the same temperature for 15 minutes and then at room temperature for 30 minutes. Methanol was distilled off from the reaction mixture under reduced pressure, and the residue was dissolved in water, acidified with conc. hydrochloric acid and extracted with ethyl acetate. The extract was washed with water, dried and evaporated under reduced pressure. The residue was crystallized with aqueous ethanol to give 2-hydroxy-3-(o-tolylthio)benzyl alcohol (8.45 g), mp. 75°-77° C.

후처리

  1. waitat room temperature for 30 minutes
  2. distillationMethanol was distilled off from the reaction mixture under reduced pressure
  3. dissolutionthe residue was dissolved in water
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with water
  6. customdried
  7. customevaporated under reduced pressure
  8. customThe residue was crystallized with aqueous ethanol

출처 및 근거

ORD 기록
ord-492f5b2dd853418b84394fb01ae9b39f
출처 데이터셋
uspto-grants-1983_01
특허 번호
US04367238

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