Sodium borohydride → 1-Bromo-trans-1-octen-3-ol

HRID 67000

반응식

HRID 67000 반응식
[BH4-].[Na+].[Br:3]/[CH:4]=[CH:5]/[C:6](=[O:12])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].Cl/C=C/C(=O)CCCCC>C(O)C>[Br:3]/[CH:4]=[CH:5]/[CH:6]([OH:12])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

참가 물질

5

반응물 3

HCID 4311764Sodium borohydrideHCID 110410031-Chloro-trans-1-octen-3-oneHCID 117903381-Bromo-trans-1-octen-3-one

생성물 1

HCID 130462801-Bromo-trans-1-octen-3-ol

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To an ice cooled mixture of 14.29 g. (0.378 mole) of sodium borohydride in 400 ml. of anhydrous ethanol is added the crude 1-bromo-trans-1-octen-3-one (Example 725), from 0.424 mole of 1-chloro-trans-1-octen-3-one) over 30 minutes. The mixture is stirred for 2 hours with ice cooling and is then partitioned between ice water and benzene. The organic phase is washed with water and saturated brine, dried (Na2SO4), and evaporated to an oil. Fractional distillation yields the title compound as a colorless oil, b.p. 66°-68° C. (0.025 torr).

후처리

  1. additionmixture of 14.29 g
  2. customis then partitioned between ice water and benzene
  3. washThe organic phase is washed with water and saturated brine
  4. dry with materialdried (Na2SO4)
  5. customevaporated to an oil
  6. distillationFractional distillation

출처 및 근거

ORD 기록
ord-7ccd459c441e4a12a41d3f3fa207264e
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04343949

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