Benzyl Alcohol → Benzyl 4-bromo-2-methylbenzoate

HRID 24156

反応式

HRID 24156 の反応式
[CH3:1][C:2]1[CH:10]=[C:9]([Br:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:12](O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.N1C=CC=CC=1>O=S(Cl)Cl>[Br:11][C:9]1[CH:8]=[CH:7][C:3]([C:4]([O:6][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:5])=[C:2]([CH3:1])[CH:10]=1

参加物

5

反応物 3

HCID 244Benzyl AlcoholHCID 1049PyridineHCID 995704-Bromo-2-methylbenzoic acid

生成物 1

HCID 22568915Benzyl 4-bromo-2-methylbenzoate収率 80%

試薬・触媒・溶媒 1

HCID 24386Thionyl Chloride溶媒

実験手順

Using General Esterification Method C; 2-methyl-4-bromo-benzoic acid (2.15 g, 10.0 mmols) was refluxed for 3 h with 10 mL SOCl2. The resulting solution concentrated under reduced pressure and the crude acyl chloride was combined with benzyl alcohol (1.08 g, 10.0 mmols) and pyridine (1.6 mL, 20.0 mmols) to give the title compound (2.4 g, 80%) after work-up and column chromatography (2-5% EtOAc—hexanes) as a colorless oil.

後処理

  1. concentrationThe resulting solution concentrated under reduced pressure

出典と根拠

ORDレコード
ord-5de0a88c24604da7b67995b4dbd98c81
出典データセット
uspto-grants-2005_02
特許番号
US06855512B2

関連ノート

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