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

HRID 63632

反応式

HRID 63632 の反応式
[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

参加物

5

反応物 2

HCID 4311764Sodium borohydrideHCID 101050696-Bromo-1-tetralone

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-d8692e0a624043d49fcbd98aacc92b89
出典データセット
uspto-grants-2016_09
特許番号
US09447046B2

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