Potassium Hydroxide → 1-(2-Hydroxyphenyl)-3-(1H-indol-4-yl)prop-2-en-1-one

HRID 1382840ノート

反応式

HRID 1382840 の反応式
[OH-:1].[K+].[NH:3]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([CH:12]=O)[C:6]=2[CH:5]=[CH:4]1.O[CH2:15][C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:17].C([N+](CC)(CC)CC1C=CC=CC=1)C>C(O)C.O>[OH:1][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:16](=[O:17])[CH:15]=[CH:12][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[CH:5]=[CH:4][NH:3]2

参加物

7

反応物 4

HCID 14797Potassium HydroxideHCID 17208BenzyltriethylammoniumHCID 68490alpha-HydroxyacetophenoneHCID 333703Indole-4-carboxaldehyde

生成物 1

HCID 538459351-(2-Hydroxyphenyl)-3-(1H-indol-4-yl)prop-2-en-1-one

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
30 °C

実験手順

0.5 ml of 38% potassium hydroxide solution was added with stirring under an inert atmosphere at 30° C. to a mixture of 0.132 g of indole-4-carboxaldehyde, 0.1 ml of 2-hydroxy-acetophenone and 0.189 g of triethylbenzylammonium in 2 ml of ethanol and after stirring at 30° C. for 23 hours, the mixture was diluted with water and extracted with ethyl acetate. The organic phase was washed with water, dried and evaporated to dryness under reduced pressure. The residue was chromatographed over silica and eluted with methylene chloride to obtain 159 mg of 1-(2-hydroxyphenyl)-3-(1H-indol-4-yl)-2-propen-1-one melting 164° C.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with water
  3. customdried
  4. customevaporated to dryness under reduced pressure
  5. customThe residue was chromatographed over silica
  6. washeluted with methylene chloride

出典と根拠

ORDレコード
ord-e9adc636d8a742e89eadb4d6d6fa0517
出典データセット
uspto-grants-1989_02
特許番号
US04808609

反応ノート

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