Water → [3-Bromo-5-(trifluoromethyl)phenyl]methanol

HRID 355369

反応式

HRID 355369 の反応式
[BH4-].[Li+].[Br:3][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:13]=1)[C:7](OC)=[O:8].O>CCOCC.[NH4+].[Cl-]>[Br:3][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([C:14]([F:15])([F:16])[F:17])[CH:13]=1)[CH2:7][OH:8]

参加物

6

反応物 3

HCID 962WaterHCID 4148881Lithium borohydrideHCID 18942156Methyl 3-bromo-5-(trifluoromethyl)benzoate

生成物 1

HCID 29919767[3-Bromo-5-(trifluoromethyl)phenyl]methanol収率 94.7%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 25517Ammonium Chloride溶媒

実験手順

Lithium borohydride (22 0mg) was added in a single portion to a stirred solution of methyl 3-bromo-5-(trifluoromethyl)benzoate (2.46 g) in ether (60 ml) containing water (156 ml). The resulting solution was stirred for 4 hours at room temperature, at which point the reaction mixture was diluted with saturated aqueous NH4Cl solution (50 ml). The organic layers were separated, dried over MgSO4, filtered and the solvent removed under reduced pressure to give 3-bromo-5-(trifluoromethyl)benzyl alcohol as a clear oil (2.1 g).1H NMR (360 MHz,CDCl3) δ 1.83 (1H, br s), 4.76 (2H,s), 7.47 (1H, s), 7.56 (1H, s), 7. 68 (1H, s).

後処理

  1. customThe organic layers were separated
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-917a6a113bd240b086d0b393ab3ee70e
出典データセット
uspto-grants-1998_11
特許番号
US05830892

関連ノート

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