Sodium borohydride → 6-Bromo-1,2,3,4-tetrahydronaphthalen-1-ol

HRID 63632

반응식

HRID 63632 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[CH2:7][CH2:6][CH2:5]2.[BH4-].[Na+]>CCO.O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]([OH:12])[CH2:7][CH2:6][CH2:5]2

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 101050696-Bromo-1-tetralone

생성물 1

HCID 184699326-Bromo-1,2,3,4-tetrahydronaphthalen-1-ol수율 94%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of 6-bromo-1,2,3,4-tetrahydronaphthalen-1-one (2.0 g, 8.9 mmol) in EtOH (20 mL) was added NaBH4 (1.6 g, 42.7 mmol) at rt, and the reaction was stirred for 30 min. The reaction was diluted with water (10 mL) and extracted with EtOAc (3×50 mL). Organics were washed with brine (50 mL), dried (Na2SO4) and concentrated to give 1.9 g (94%) of the title compound as a brown oil. [M+H] calc'd for C10H11BrO2, 227, 229. found 227, 229.

후처리

  1. extractionextracted with EtOAc (3×50 mL)
  2. washOrganics were washed with brine (50 mL)
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d8692e0a624043d49fcbd98aacc92b89
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447046B2

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