Sodium borohydride → 2-Chloro-1-(6-fluorochroman-2-yl)ethanol

HRID 2423262ノート

反応式

HRID 2423262 の反応式
[Cl:1][CH2:2][C:3]([CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:15])[CH:11]=2)[O:6]1)=[O:4].[BH4-].[Na+]>C(O)C.O.ClCCl>[Cl:1][CH2:2][CH:3]([CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:15])[CH:11]=2)[O:6]1)[OH:4]

参加物

6

反応物 2

HCID 4311764Sodium borohydrideHCID 167553872-chloro-1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanone

生成物 1

HCID 672431242-Chloro-1-(6-fluorochroman-2-yl)ethanol収率 70%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

A solution under stirring of 2-chloro-1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanone (0.33 g, 1.28 mmol, 88.4 A %) in ethanol (2.5 ml) was cooled to 0° C. under nitrogen. NaBH4 (60.1 mg, 1.59 mmol) was added to the solution and the reaction mixture stirred for 2 hours. After checking that the starting product had disappeared by GC, the mixture was diluted with demi water (7 ml) and dichloromethane (7 ml) and the phases separated. The organic stratum was dried under anhydrous sodium sulphate, filtered and concentrated under vacuum to give raw 2-chloro-1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl) ethanol as a mixture of diastereoisomers 54:46 (0.30 g, 70% yield, 67.9 A %).

後処理

  1. customthe phases separated
  2. customThe organic stratum was dried under anhydrous sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-63c947e7ab5145d2ab3af2f0f34bffe0
出典データセット
uspto-grants-2011_06
特許番号
US07960572B2

反応ノート

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