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Benzoyl Peroxide → 4-Benzoyl-3,5-dichlorobenzyl bromide

HRID 280666
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HRID 280666 반응식
[Cl:1][C:2]1[CH:15]=[C:14]([CH3:16])[CH:13]=[C:12]([Cl:17])[C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[Br:36]N1C(=O)CCC1=O>C1C=CC=CC=1>[C:4]([C:3]1[C:2]([Cl:1])=[CH:15][C:14]([CH2:16][Br:36])=[CH:13][C:12]=1[Cl:17])(=[O:5])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 136496852,6-Dichloro-4-methylbenzophenone

생성물 1

HCID 136496584-Benzoyl-3,5-dichlorobenzyl bromide수율 58%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A refluxing solution of 2,6-dichloro-4-methylbenzophenone (3.44 g, 13.0 mmol) and dibenzoylperoxide (325 mg, 1.34 mmol) in benzene (130 ml) was treated in portions with N-bromosuccinimide (2.75 g, 15.5 mmol). After 3 hours at reflux, the mixture was cooled and evaporated under vacuum. The residue was triturated with diethyl ether (150 ml), filtered, and evaporated under vacuum. The residue was chromatographed on a column of silica gel (250 g) eluted with 4:1 (v/v) hexane-dichloromethane to provide 2.58 g (58%) 4-benzoyl-3,5-dichlorobenzyl bromide, m.p. 111°-113° C.

후처리

  1. temperatureAfter 3 hours at reflux
  2. temperaturethe mixture was cooled
  3. customevaporated under vacuum
  4. customThe residue was triturated with diethyl ether (150 ml)
  5. filtrationfiltered
  6. customevaporated under vacuum
  7. customThe residue was chromatographed on a column of silica gel (250 g)
  8. washeluted with 4:1 (v/v) hexane-dichloromethane

출처 및 근거

ORD 기록
ord-846f8da558734dd790c965a140f1c408
출처 데이터셋
uspto-grants-1986_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04590201

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