Benzoyl Peroxide → 2-Bromomethyl-3-chloro-benzoic acid methyl ester

HRID 915355노트

반응식

HRID 915355 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:5]=1[CH3:11].[Br:13]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:5]=1[CH2:11][Br:13]

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 5077673Methyl 3-chloro-2-methylbenzoate

생성물 1

HCID 110327262-Bromomethyl-3-chloro-benzoic acid methyl ester

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

To a suspension of 3-chloro-2-methylbenzoic acid methyl ester (5.62 g, 30.4 mmol), and N-bromosuccinimide (5.94 g, 33.4 mmol) in carbon tetrachloride (200 mL) was added benzoyl peroxide (800 mg, 3.30 mmol). The resulting suspension was immersed in an oil bath held at 85° C., and illuminated with a 300W halogen worklight. After stirring for 16 hours with heat and illumination the reaction mixture was allowed to cool to ambient temperature, filtered to remove the insoluble succinimide, and concentrated under reduced pressure to afford 2-bromomethyl-3-chlorobenzoic acid methyl ester as a yellow semi-solid. This crude material was carried on to the next step without purification.

후처리

  1. customThe resulting suspension was immersed in an oil bath
  2. customheld at 85° C.
  3. temperaturewith heat
  4. filtrationfiltered
  5. customto remove the insoluble succinimide
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-3b56bee1961144b4aa3ff7812de85e48
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265131B2

반응 노트

불러오는 중…