Benzyl Bromide → Ethanone, 1-[3-methyl-4-(phenylmethoxy)phenyl]-

HRID 920524

반응식

HRID 920524 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[CH3:11].C([O-])([O-])=O.[K+].[K+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CC(C)=O>[CH2:18]([O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[CH3:11])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 701354'-Hydroxy-3'-methylacetophenone

생성물 1

HCID 12969325Ethanone, 1-[3-methyl-4-(phenylmethoxy)phenyl]-수율 99.1%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 4′-hydroxy-3′-methylacetophenone (10.00 g; 66.6 mmol) and K2CO3 (13.80 g; 99.9 mmol) in acetone (100 mL) was stirred, at RT for 40 minutes. Subsequently, benzyl bromide (7.9 mL; 66.6 mmol) was added and the resulting mixture was heated under reflux for 2.5 h. After cooling to RT the mixture was concentrated in vacuo. The residue was dissolved in EtOAc, washed with 5% aqueous ammonia, water, and brine, dried (MgSO4), filtered and concentrated in vacuo to afford 1-(4-benzyloxy-3-methylphenyl)-ethanone (15.86 g).

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 2.5 h
  3. temperatureAfter cooling to RT the mixture
  4. concentrationwas concentrated in vacuo
  5. dissolutionThe residue was dissolved in EtOAc
  6. washwashed with 5% aqueous ammonia, water, and brine
  7. dry with materialdried (MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5a70cc3c54f4465b9e8c3febbea89ff0
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273017B2

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