Ammonium Chloride → (4-Bromo-3-methylphenyl)methanol

HRID 250858

反応式

HRID 250858 の反応式
[BH4-].[Li+].[CH3:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[Br:14])[C:7](OC)=[O:8].[Cl-].[NH4+]>O1CCCC1>[Br:14][C:13]1[CH:12]=[CH:11][C:6]([CH2:7][OH:8])=[CH:5][C:4]=1[CH3:3]

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 3294148Methyl 4-bromo-3-methylbenzoateHCID 4148881Lithium borohydride

生成物 1

HCID 10987288(4-Bromo-3-methylphenyl)methanol収率 104.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

284 mg (12.9 mmol, 3 eq) of lithium borohydride are added to a solution of 1.0 g (4.3 mmol, 1 eq) of methyl 3-methyl-4-bromobenzoate in 10 ml of tetrahydrofuran. The reaction mixture is stirred at 60° C. for 12 hours. The reaction medium is hydrolyzed with ammonium chloride solution and extracted with ethyl acetate. The organic phases are combined, washed with sodium chloride solution and dried over sodium sulfate. 900 mg of (4-bromo-3-methylphenyl)methanol are obtained in oil form and used in the following reaction without further purification.

後処理

  1. extractionextracted with ethyl acetate
  2. washwashed with sodium chloride solution
  3. dry with materialdried over sodium sulfate

出典と根拠

ORDレコード
ord-248d93701dd240b08ba4e4ee8037fabb
出典データセット
uspto-grants-2011_01
特許番号
US07863332B2

関連ノート

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