Borane;tetrahydrofuran → (4-Bromo-3-(trifluoromethyl)phenyl)methanol

HRID 592136ノート

反応式

HRID 592136 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12].B.C1COCC1>C1COCC1>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[C:11]([F:12])([F:13])[F:14]

参加物

4

反応物 2

HCID 2723981Borane;tetrahydrofuranHCID 247213904-Bromo-3-(trifluoromethyl)benzoic acid

生成物 1

HCID 45933700(4-Bromo-3-(trifluoromethyl)phenyl)methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 4-bromo-3-(trifluoromethyl)benzoic acid 46-2 (1.35 g, 5 mmol) in THF (10 mL) was added 1M BH3.THF in THF (20 mL) slowly at 0° C. The mixture was warmed up to room temperature and stirred for 4 hours. The reaction was quenched with water at 0° C. All the solvents were evaporated and the residue was redissolved in ethyl acetate (100 mL), washed with saturated NaHCO3 aqueous solution, water and brine, dried over Na2SO4, and then concentrated. The crude product was purified by silica gel flash chromatography, eluted with 40% ethyl acetate in hexane to give (4-bromo-3-(trifluoromethyl)phenyl)methanol 46-3 as white solid. MS m/z 237.1 (M+1)

後処理

  1. customThe reaction was quenched with water at 0° C
  2. customAll the solvents were evaporated
  3. dissolutionthe residue was redissolved in ethyl acetate (100 mL)
  4. washwashed with saturated NaHCO3 aqueous solution, water and brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customThe crude product was purified by silica gel flash chromatography
  8. washeluted with 40% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-108c546b80b64ecba3619fd5bf3c5b78
出典データセット
uspto-grants-2016_01
特許番号
US09238646B2

反応ノート

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