Water → 2-Amino-5-bromobenzenemethanol

HRID 44189

反応式

HRID 44189 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH2:7][C:8]1[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][C:9]=1[C:10](OC)=[O:11].O.[OH-].[Na+]>C1COCC1>[NH2:7][C:8]1[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][C:9]=1[CH2:10][OH:11]

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 736224Methyl 2-amino-5-bromobenzoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 110308742-Amino-5-bromobenzenemethanol収率 59.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of lithium aluminium hydride (0.33 g, 8.7 mmol) in THF (10 ml) was added a solution of methyl 2-amino-5-bromobenzoate (2.0 g, 8.7 mmol) in 20 ml THF at 0° C. under nitrogen. Then stirring was continued for 2 h. 0.64 ml water, 2 M solution of sodium hydroxide (0.64 ml) and again 1.28 ml water were added before the resulting mixture was filtered through celite. Evaporation of the solvent and purification of the crude product by flash chromatography on silica gel (dichloromethane/ethyl acetate, 2/1) yielded (2-amino-5-bromophenyl)methanol (1.0 g, 5.2 mmol, 59%) as off-white solid.

後処理

  1. filtrationwas filtered through celite
  2. customEvaporation of the solvent and purification of the crude product by flash chromatography on silica gel (dichloromethane/ethyl acetate, 2/1)

出典と根拠

ORDレコード
ord-eac0c260257f408f86bcc379c762a4e5
出典データセット
uspto-grants-2013_09
特許番号
US08541404B2

関連ノート

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