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

HRID 1194343노트

반응식

HRID 1194343 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-5aac2025ab084276a158e98c925b81ac
출처 데이터셋
uspto-grants-1989_03
특허 번호
US04814344

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