Benzene → 3-Methyl-indan-1-one

반응식

[C:1](O)(=[O:5])/[CH:2]=[CH:3]/[CH3:4].[Al+3].[Cl-].[Cl-].[Cl-].[CH:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH3:4][CH:3]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:1](=[O:5])[CH2:2]1

참가 물질

반응물 3

HCID 241Benzene

HCID 637090Crotonic Acid

HCID 6451240Aluminum(III) Chloride

생성물 1

HCID 2595603-Methyl-indan-1-one

실험 절차

A solution of crotonic acid (20 g, 0.232 moles) in benzene (147 ml) was added AlCl3 (93 g, 0.748 moles) and the mixture was refluxed for 7 hours. Completion of the reaction was monitored by HPLC & GC. Excess benzene was distilled off and the reaction mixture was poured slowly into ice cold HCl. The organic compound was extracted with ethylacetate. The organic phase was washed thoroughly with water, dried, and evaporated under vacuum. The resultant oil was purified by high vacuum distillation (90-94° C. at ˜2 mm) giving 25 g (74%) of 99.2% pure 3-methyl-indan-1-one.

후처리

temperaturethe mixture was refluxed for 7 hours
distillationExcess benzene was distilled off
additionthe reaction mixture was poured slowly into ice cold HCl
extractionThe organic compound was extracted with ethylacetate
washThe organic phase was washed thoroughly with water
customdried
customevaporated under vacuum
distillationThe resultant oil was purified by high vacuum distillation (90-94° C. at ˜2 mm)

출처 및 근거

ORD 기록: ord-63677571ca124c49822a0b918e7b4e56
출처 데이터셋: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09102597B2

반응 노트

불러오는 중…