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Benzoyl Peroxide → 4-Bromomethyl-2-butoxy-benzoic acid methyl ester

HRID 424802
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인쇄 미리보기

반응식

HRID 424802 반응식
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][C:5]=1[O:11][CH2:12][CH2:13][CH2:14][CH3:15].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C1C(=O)N([Br:42])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][Br:42])=[CH:6][C:5]=1[O:11][CH2:12][CH2:13][CH2:14][CH3:15]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 574433232-Butoxy-4-methyl-benzoic acid methyl ester

생성물 1

HCID 574433254-Bromomethyl-2-butoxy-benzoic acid methyl ester수율 52.4%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

반응 조건

온도
70 °C

실험 절차

A mixture of 2-butoxy-4-methyl-benzoic acid methyl ester (0.85 g, 3.8 mmol), dibenzoyl peroxide (100 mg), and NBS (0.68 g, 3.8 mmol) in CCl4 (20 mL) is heated to 70° C. overnight. The solid is filtered off and the filtrate is concentrated to a residue. The residue is purified by flash chromatography to give 4-Bromomethyl-2-butoxy-benzoic acid methyl ester as a syrup (0.6 g, 52%). LC-MS: 301.0 (M+1).

후처리

  1. filtrationThe solid is filtered off
  2. concentrationthe filtrate is concentrated to a residue
  3. customThe residue is purified by flash chromatography

출처 및 근거

ORD 기록
ord-83a85c2af587485fa568e43b113939b9
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08106077B2

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