Water → 7-methoxycarbonylmethoxyimino-7H-indolizino[5,6,7-ij]isoquinoline

HRID 267994노트

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HRID 267994 반응식
[N+](=[CH2:3])=[N-].[C:4]([CH2:7][O:8][N:9]=[C:10]1[C:24]2[C:25]3[C:20]([CH:21]=[CH:22][N:23]=2)=[CH:19][CH:18]=[CH:17][C:16]=3[N:15]2[C:11]1=[CH:12][CH:13]=[CH:14]2)([OH:6])=[O:5].O>C(OCC)C.CN(C)C=O>[CH3:3][O:5][C:4]([CH2:7][O:8][N:9]=[C:10]1[C:24]2[C:25]3[C:20]([CH:21]=[CH:22][N:23]=2)=[CH:19][CH:18]=[CH:17][C:16]=3[N:15]2[C:11]1=[CH:12][CH:13]=[CH:14]2)=[O:6]

참가 물질

6

반응물 3

HCID 962WaterHCID 9550DiazomethaneHCID 537034467-carboxymethoxyimino-7H-indolizino[5,6,7-ij]isoquinoline

생성물 1

HCID 542018187-methoxycarbonylmethoxyimino-7H-indolizino[5,6,7-ij]isoquinoline

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

A 0.57M solution of diazomethane in diethyl ether (108 cc.) is added to a suspension of 7-carboxymethoxyimino-7H-indolizino[5,6,7-ij]isoquinoline (15 g.) in dimethylformamide (150 cc.) cooled to 0° C. The mixture is kept at between 0° and 5° C. for 3 hours and is then allowed to return to a temperature of about 20° C. Water (450 cc.) is then added, the mixture is cooled in an ice-water bath and the yellow crystals thus obtained are filtered off. After drying, the crude methyl ester (14.17 g.) is obtained. After recrystallisation from ethyl acetate (280 cc.), the 7-methoxycarbonylmethoxyimino-7H-indolizino[5,6,7-ij]isoquinoline obtained melts at 148 ° C. with decomposition.

후처리

  1. customto return to a temperature of about 20° C
  2. temperaturethe mixture is cooled in an ice-water bath
  3. customthe yellow crystals thus obtained
  4. filtrationare filtered off
  5. customAfter drying
  6. customthe crude methyl ester (14.17 g.) is obtained
  7. customAfter recrystallisation from ethyl acetate (280 cc.)

출처 및 근거

ORD 기록
ord-868082771d034cf4abc8ffd0a26af0f1
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03946019

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