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Hydrochloric Acid → (3-bromophenyl)(4-methoxyphenyl)methanone

HRID 1525220
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HRID 1525220 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](Cl)=[O:6].[C:11]1([O:17][CH3:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Al+3].[Cl-].[Cl-].[Cl-].Cl>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([C:5]([C:14]2[CH:15]=[CH:16][C:11]([O:17][CH3:18])=[CH:12][CH:13]=2)=[O:6])[CH:8]=[CH:9][CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7519AnisoleHCID 74377Benzoyl chloride, 3-bromo-HCID 6451240Aluminum(III) Chloride

생성물 1

HCID 2757031(3-bromophenyl)(4-methoxyphenyl)methanone수율 84%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a cooled (0° C.) mixture of 3-bromobenzoyl chloride (5-a, 178 g, 0.82 mol) and anisole (110 g, 1.03 mol) in DCM (2.0 L) was added AlCl3 (138 g, 1.03 mol) portion wise with stirring under N2. The resulting reaction mixture was allowed to stir at r.t overnight. The reaction mixture was poured into 20% HCl (1500 ml), stirred for 1 h, and layers were separated. The aqueous layer was further extracted with DCM (2×750 ml). The combined organic layer was washed with water, brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was washed with hexane to afford the product, 5-b, (190 g, 84%).

후처리

  1. temperatureTo a cooled
  2. customThe resulting reaction mixture
  3. stirringto stir at r.t overnight
  4. stirringstirred for 1 h
  5. customlayers were separated
  6. extractionThe aqueous layer was further extracted with DCM (2×750 ml)
  7. washThe combined organic layer was washed with water, brine
  8. dry with materialdried (Na2SO4)
  9. filtrationfiltered
  10. concentrationconcentrated under reduced pressure
  11. washThe residue was washed with hexane

출처 및 근거

ORD 기록
ord-ee54a0242dd64f06816a71100d74139b
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09079930B2

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