3-Chloro-1,2-propanediol → 3-[p-(2,3-Dihydroxypropoxy)benzoyl]indole

HRID 247557ノート

反応式

HRID 247557 の反応式
[OH:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[OH-].[Na+].Cl[CH2:22][CH:23]([OH:26])[CH2:24][OH:25]>O>[OH:26][CH:23]([CH2:24][OH:25])[CH2:22][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][CH:9]=2)=[O:7])=[CH:17][CH:18]=1

参加物

5

反応物 3

HCID 72903-Chloro-1,2-propanediolHCID 14798Sodium HydroxideHCID 30626713-(p-Hydroxy)benzoyl indole

生成物 1

HCID 136694903-[p-(2,3-Dihydroxypropoxy)benzoyl]indole

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

11 g of 3-(p-hydroxybenzoyl)indole and 7.43 g of sodium hydroxide were dissolved in 10 ml of water. 20.51 g of 3-chloro-1,2-propandiol was added to the solution followed by reflux with stirring for 3 hours in oil bath. After cooling, the solution was evaporated to dryness. The residue was purified by column chromatography on silica gel. After recrystallization from ethyl acetate, 3-[p-(2,3-dihydroxypropoxy)benzoyl]indole (compound 16) was obtained in the form of white crystals. (Yield: 13.8%).

後処理

  1. temperatureby reflux
  2. temperatureAfter cooling
  3. customthe solution was evaporated to dryness
  4. customThe residue was purified by column chromatography on silica gel
  5. customAfter recrystallization from ethyl acetate

出典と根拠

ORDレコード
ord-0832719b940f4026b165b37c2b01e781
出典データセット
uspto-grants-1987_11
特許番号
US04708961

反応ノート

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