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Succinimide → Methyl 2-(bromomethyl)-5-fluoro-3-nitrobenzoate

HRID 1443138
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HRID 1443138 반응식
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:5]=1[CH3:14].[Br:16]N1C(=O)CCC1=O.C1(=O)NC(=O)CC1>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:5]=1[CH2:14][Br:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 11439SuccinimideHCID 67184N-bromobutanimideHCID 44203026Methyl 5-fluoro-2-methyl-3-nitrobenzoate

생성물 1

HCID 68679319Methyl 2-(bromomethyl)-5-fluoro-3-nitrobenzoate수율 76.1%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매HCID 5943
Carbon Tetrachloride
용매

실험 절차

2.37 g (11.12 mmol) of 5-fluoro-2-methyl-3-nitrobenzoic acid methyl ester is added in 35 ml of carbon tetrachloride and mixed with 2.24 gram (12.24 mmol) of N-bromosuccinimide and 5.4 mg of benzoyl peroxide. After four days of refluxing, the succinimide is suctioned off (glass fiber filter) after cooling, and then the filtrate is spun in until a dry state is reached. Chromatography on a Flashmaster yields 2.47 g (75.9%) of the desired compound.

후처리

  1. temperatureAfter four days of refluxing
  2. filtration(glass fiber filter)
  3. temperatureafter cooling

출처 및 근거

ORD 기록
ord-56a029cbf874414db1ac9623ea2f2d4a
출처 데이터셋
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07659297B2

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