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1,4-Naphthoquinone → 5,14-Dihydro-7-phenylbenz[5,6]isoindolo[2,1-b]isoquinoline-8,13-dione

HRID 1762805
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인쇄 미리보기

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HRID 1762805 반응식
[C:1]([N:9]1[CH:18](C(O)=O)[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10]1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:22]1(=[O:33])[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25](=[O:32])[CH:24]=[CH:23]1>C(OC(=O)C)(=O)C>[C:2]1([C:1]2[N:9]3[CH2:10][C:11]4[C:16]([CH2:17][C:18]3=[C:23]3[C:24]=2[C:25](=[O:32])[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:31]=2[C:22]3=[O:33])=[CH:15][CH:14]=[CH:13][CH:12]=4)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 85301,4-NaphthoquinoneHCID 5700052-Benzoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

생성물 1

HCID 200397325,14-Dihydro-7-phenylbenz[5,6]isoindolo[2,1-b]isoquinoline-8,13-dione수율 62.9%

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

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온도
100 °C

실험 절차

A mixture of 2-benzoyl-1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid (6.0 g) and 1,4-naphthalenedione (6.75 g) in acetic anhydride (240 ml) was stirred at about 100° C. for 20 minutes. The reaction mixture was allowed to stand at room temperature for 48 hours, and the green solid (7.16 g) was collected by filtration. The crude product was recrystallised from chloroform-petroleum ether (b.b. 40°-60° C.) to give the title compound (5.04 g) m.p. 267° C. (decomp), λmax (in ethanol) 246.5 nm (ε45,500), 320 nm (ε2,440), 388 nm (ε6,120).

후처리

  1. waitto stand at room temperature for 48 hours
  2. filtrationthe green solid (7.16 g) was collected by filtration
  3. customThe crude product was recrystallised from chloroform-petroleum ether (b.b. 40°-60° C.)

출처 및 근거

ORD 기록
ord-8c87b84164384f80b6c289017c7acae7
출처 데이터셋
uspto-grants-1989_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04835158

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