Formaldehyde → 3-(Dimethylamino)-1-(1-methyl-1H-indol-3-yl)propan-1-one

HRID 1194343ノート

反応式

HRID 1194343 の反応式
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11](=[O:13])[CH3:12])=[CH:3]1.[CH2:14]=O.Cl.[CH3:17][NH:18][CH3:19]>C(O)C.O>[CH3:17][N:18]([CH3:14])[CH2:19][CH2:12][C:11]([C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:2]([CH3:1])[CH:3]=1)=[O:13]

参加物

6

反応物 3

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 5941561-(1-Methyl-1H-indol-3-yl)ethanone

生成物 1

HCID 212700603-(Dimethylamino)-1-(1-methyl-1H-indol-3-yl)propan-1-one収率 93.6%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A mixture of 1-(1-methyl-1H-indol-3-yl)-1-ethanone (46.16 g), paraformaldehyde (12.0 g) and dimethylamine hydrochloride (21.65 g) in ethanol (970 ml) was stirred and heated at reflux for 24 h. The mixture was diluted with water (3.5 l) and filtered. The filtrate was basified with 0.88 ammonia solution and extracted with ethyl acetate (3×665 ml). The combined organic extracts were washed with water, dried and evaporated to give title compound (57.24 g) as an oil, λmax (EtOH) 245.5 nm (ε15,820), λmax 303.5 nm (ε15,680), λinf 249.5 nm (ε15,015).

後処理

  1. temperatureheated
  2. temperatureat reflux for 24 h
  3. filtrationfiltered
  4. extractionextracted with ethyl acetate (3×665 ml)
  5. washThe combined organic extracts were washed with water
  6. customdried
  7. customevaporated

出典と根拠

ORDレコード
ord-5aac2025ab084276a158e98c925b81ac
出典データセット
uspto-grants-1989_03
特許番号
US04814344

反応ノート

読み込み中…