Ammonia → 2-(1,2,3,4,10,14b-Hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetamide

HRID 2210815노트

반응식

HRID 2210815 반응식
[CH2:1]1[CH:6]2[C:7]3[CH:19]=[CH:18][CH:17]=[CH:16][C:8]=3[CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:5]2[CH2:4][CH2:3][N:2]1[CH2:20]COCC(O)=O.Cl[C:28]([O:30][CH2:31][CH3:32])=O.[NH3:33].[OH2:34]>O1CCCC1>[CH2:1]1[CH:6]2[C:7]3[CH:19]=[CH:18][CH:17]=[CH:16][C:8]=3[CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:5]2[CH2:4][CH2:3][N:2]1[CH2:20][CH2:28][O:30][CH2:31][C:32]([NH2:33])=[O:34]

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 962WaterHCID 10928Ethyl chloroformateHCID 99284432-(1,2,3,4,10,14b-Hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetic acid

생성물 1

HCID 189997522-(1,2,3,4,10,14b-Hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetamide수율 82%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

0.358 g of 2-(1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetic acid (prepared as described in Example 2) and 0.11 g of tetrahydrofuran were added to 15 ml of tetrahydrofuran. A solution of 0.11 g of ethyl chloroformate in 2 ml of tetrahydrofuran was then added dropwise to the mixture, whilst ice-cooling, and the mixture was stirred at room temperature for 30 minutes. At the end of this time, 2 ml of 28% aqueous ammonia was added to the mixture, whilst ice-cooling, and the mixture was then stirred at room temperature for 30 minutes. The reaction mixture was then mixed with water and extracted with methylene chloride. The extract was concentrated by evaporation under reduced pressure, and the residue was subjected to column chromatography through silica gel, using 5% by volume methanol in methylene chloride as the eluent, to afford 0.29 g (yield 82%) of the title compound, melting at 66°-68° C.

후처리

  1. temperaturecooling
  2. temperaturecooling
  3. stirringthe mixture was then stirred at room temperature for 30 minutes
  4. extractionextracted with methylene chloride
  5. concentrationThe extract was concentrated by evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-e853c92d0c694e3e93c5c79e9fd34e5c
출처 데이터셋
uspto-grants-1995_10
특허 번호
US05461051

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