N-bromobutanimide → Methyl 3-(bromomethyl)-4-chlorobenzoate

HRID 2414259노트

반응식

HRID 2414259 반응식
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[CH3:12].[Br:13]N1C(=O)CCC1=O>N(C(C)(C)C#N)=NC(C)(C)C#N.C(Cl)(Cl)(Cl)Cl>[Br:13][CH2:12][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:2]=1[Cl:1])[C:6]([O:8][CH3:9])=[O:7]

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 7015786Benzoic acid, 4-chloro-3-methyl-, methyl ester

생성물 1

HCID 12144656Methyl 3-(bromomethyl)-4-chlorobenzoate수율 59.5%

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 5943Carbon Tetrachloride용매

실험 절차

40.4 g of methyl 4-chloro-3-methylbenzoate, 39 g of N-bromosuccinimide and 1 g of azobisisobutyronitrile were added to 300 ml of carbon tetrachloride, followed by reflux under heating for 4 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, insoluble matters were collected by filtration and the filtrate was concentrated. The obtained crude crystals were washed with hexane to obtain 34.3 g of methyl 3-bromomethyl-4-chlorobenzoate as white crystals.

후처리

  1. temperatureby reflux
  2. temperatureunder heating for 4 hours
  3. customAfter completion of the reaction
  4. filtrationinsoluble matters were collected by filtration
  5. concentrationthe filtrate was concentrated
  6. customThe obtained crude crystals
  7. washwere washed with hexane

출처 및 근거

ORD 기록
ord-ced7b1884ccd4a3685a8f5369d7bdf31
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06812229B1

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