Acetic Anhydride → 5,14-Dihydro-2-hydroxy-7-methylbenz[5,6]isoindolo[2,1-b]isoquinoline-8,13-dione

HRID 1762806노트

반응식

HRID 1762806 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][NH:7][CH:6]([C:12](O)=O)[CH2:5]2.[C:15]1(=[O:26])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18](=[O:25])[CH:17]=[CH:16]1.[C:27](OC(=O)C)(=O)C>>[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][N:7]1[C:16]([CH3:27])=[C:17]3[C:12]([C:15](=[O:26])[C:24]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[C:18]3=[O:25])=[C:6]1[CH2:5]2

참가 물질

4

반응물 3

HCID 7918Acetic AnhydrideHCID 85301,4-NaphthoquinoneHCID 27331741,2,3,4-Tetrahydro-6-hydroxy-3-isoquinolinecarboxylic acid

생성물 1

HCID 200397365,14-Dihydro-2-hydroxy-7-methylbenz[5,6]isoindolo[2,1-b]isoquinoline-8,13-dione

반응 조건

온도
100 °C

실험 절차

A mixture of 6-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (2 g) and 1,4-naphthalenedione (3.4 g) in acetic anhydride (150 ml) was stirred in an oil bath at 100° C. for 15 minutes. It was then allowed to cool to room temperature and the green solid (2.74 g) was collected by filtration, washed with acetic anhydride and ether and dried at 100° C. for 2 h in vacuo, to give the title compound m.p. 275°-320° C. (decomp), λmax (in ethanol) 244.5 nm (ε26,220) 318 nm (ε4,510) and 383 nm (ε6,390).

후처리

  1. temperatureto cool to room temperature
  2. filtrationthe green solid (2.74 g) was collected by filtration
  3. washwashed with acetic anhydride and ether
  4. customdried at 100° C. for 2 h in vacuo

출처 및 근거

ORD 기록
ord-6198ae7700ac4ce88b270b9d86940696
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04835158

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