Water → HCID 68120221, 화합물

HRID 2397577노트

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HRID 2397577 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]3[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:6]3=[C:5]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:4]=2[CH:3]=1.[H-].[Na+].[CH3:24][N:25]([CH2:27][CH2:28]CCl)[CH3:26].O.[CH3:32]N(C=O)C>>[CH3:24][N:25]([CH3:26])[CH:27]([CH3:28])[CH2:32][N:13]1[CH2:12][CH2:11][N:7]2[C:8]3[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][C:4]=3[C:5]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:6]2[C:14]1=[O:15]

참가 물질

6

반응물 5

HCID 962WaterHCID 6228Dimethylformamide3회HCID 24758Sodium hydrideHCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 21436045HCID 21436045, 화합물

생성물 1

HCID 68120221HCID 68120221, 화합물

반응 조건

온도
50 °C

실험 절차

A solution of 4.5 grams (0.015 mole) 8-chloro-10-phenyl-1,2,3,4-tetrahydropyrazino[1,2-a]indole-1-one in 30 ml DMF, is added to a suspension of sodium hydride (1 gram of 50% dispersion, 0.02 mole) in 20 ml DMF. After stirring at 34°-40° C. for 20 minutes a solution of freshly distilled dimethylaminopropyl chloride (1.8 grams, 0.015 moles) in 5 ml DMF is added dropwise. Stirring is continued and the reaction mixture is heated at 50° C. for 8 hours. The mixture is cooled, and poured into cold water (300 ml). This is extracted 5 times with methylenedichloride. The extracts are washed well with saline. After drying the extract over sodium sulfate, the drying agent is filtered off and the filtrate is concentrated. The residue is diluted with ether. The product crystallizes out and is filtered off. Recrystallization from heptane gives 3.4 grams (62%) of above titled product, m.p. 151°-52° C.

후처리

  1. additionis added dropwise
  2. temperatureThe mixture is cooled
  3. extractionThis is extracted 5 times with methylenedichloride
  4. washThe extracts are washed well with saline
  5. customAfter drying the
  6. extractionextract over sodium sulfate
  7. filtrationthe drying agent is filtered off
  8. concentrationthe filtrate is concentrated
  9. additionThe residue is diluted with ether
  10. customThe product crystallizes out
  11. filtrationis filtered off
  12. customRecrystallization from heptane

출처 및 근거

ORD 기록
ord-07cfd0675a614e988aa5b86b710790de
출처 데이터셋
uspto-grants-1977_05
특허 번호
US04022778

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