Benzyl Alcohol → Benzyl 4-bromo-2-methylbenzoate

HRID 24156

반응식

HRID 24156 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 22568915Benzyl 4-bromo-2-methylbenzoate수율 80%

시약·촉매·용매 1

HCID 24386Thionyl Chloride용매

실험 절차

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.

후처리

  1. concentrationThe resulting solution concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-5de0a88c24604da7b67995b4dbd98c81
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855512B2

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