4,5-Dimethoxy-1-indanone → 4-Hydroxy-5-methoxy-1-indanone

HRID 2185637

반응식

HRID 2185637 반응식
C[O:2][C:3]1[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][C:7]2=[O:14].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl>[OH:2][C:3]1[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][C:7]2=[O:14]

참가 물질

4

반응물 2

HCID 2404464,5-Dimethoxy-1-indanoneHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 112638284-Hydroxy-5-methoxy-1-indanone수율 69.8%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

반응 조건

온도
0 °C

실험 절차

Under a nitrogen atmosphere 2,3-dihydro-4,5-dimethoxy-1H-inden-1-one (31.7 g) was dissolved in 600 ml of anhydrous 1,2-dichloroethane and cooled to 0° C. Aluminum chloride (44 g) was added in portions and the reaction mixture was heated to 60° C. for 17 hours, cooled to room temperature and poured into ice/water. After extraction with dichloromethane the organic layer was dried and evaporated. The residue was crystallized from ethyl acetate to give 20.5 g of 2,3-dihydro-4-hydroxy-5-methoxy-1H-inden-1-one, M.S. (C.I.) (M/Z): 179 [M+H]+.

후처리

  1. temperaturethe reaction mixture was heated to 60° C. for 17 hours
  2. temperaturecooled to room temperature
  3. extractionAfter extraction with dichloromethane the organic layer
  4. customwas dried
  5. customevaporated
  6. customThe residue was crystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-9834dba787084c689ea84ca6721d8194
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06403573B1

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