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

HRID 2185637

反応式

HRID 2185637 の反応式
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]

参加物

4

反応物 2

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

生成物 1

HCID 112638284-Hydroxy-5-methoxy-1-indanone収率 69.8%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
0 °C

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-9834dba787084c689ea84ca6721d8194
出典データセット
uspto-grants-2002_06
特許番号
US06403573B1

関連ノート

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