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

HRID 267994ノート

反応式

HRID 267994 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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.)

出典と根拠

ORDレコード
ord-868082771d034cf4abc8ffd0a26af0f1
出典データセット
uspto-grants-1976_03
特許番号
US03946019

反応ノート

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