Ethylene → 6-Ethoxy-2-tetralone

HRID 1385893

反応式

HRID 1385893 の反応式
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11](Cl)=[O:12])=[CH:6][CH:5]=1)[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].[CH2:18]=[CH2:19]>ClCCl>[CH2:1]([O:3][C:4]1[CH:9]=[C:8]2[C:7](=[CH:6][CH:5]=1)[CH2:10][C:11](=[O:12])[CH2:19][CH2:18]2)[CH3:2]

参加物

5

反応物 3

HCID 6325EthyleneHCID 6451240Aluminum(III) ChlorideHCID 116297822-(4-ethoxyphenyl)acetyl Chloride

生成物 1

HCID 46940316-Ethoxy-2-tetralone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

39.1 g (0.20 mol) of 4-ethoxyphenylacetyl chloride in 200 ml of dichloromethane were added dropwise in the course of 1 hour at −78° C. to 53.4 g (0.4 mol) of aluminum chloride in 800 ml of dichloromethane. A vigorous stream of ethylene was subsequently passed in in the course of 15 minutes, and the mixture was allowed to come to room temperature and stirred for a further 3 hours. The dark red solution was cooled to 0° C. and carefully treated with 300 ml of ice-water. After phase separation, the organic phase was washed with 2N HCl (3×) and saturated sodium hydrogen carbonate solution, dried and evaporated on a rotary evaporator. After purification by column chromatography with petroleum ether/ethyl acetate (9:1, 8:2), 20.9 g (56% of theory) of a yellow syrup were obtained.

後処理

  1. customwas subsequently passed in in the course of 15 minutes
  2. customto come to room temperature
  3. customAfter phase separation
  4. washthe organic phase was washed with 2N HCl (3×) and saturated sodium hydrogen carbonate solution
  5. customdried
  6. customevaporated on a rotary evaporator
  7. customAfter purification by column chromatography with petroleum ether/ethyl acetate (9:1, 8:2), 20.9 g (56% of theory) of a yellow syrup
  8. customwere obtained

出典と根拠

ORDレコード
ord-0fe0cdefbb12467cbe006d2f5dd21b98
出典データセット
uspto-grants-2001_07
特許番号
US06265398B1

関連ノート

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