Sodium hydride → HCID 10439304, 화합물

HRID 2260486노트

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HRID 2260486 반응식
[CH2:1]([O:8][C:9]1[C:14]2[NH:15][C:16]3[C:28]4[NH:27][C:26]5[C:21](=[CH:22][CH:23]=[CH:24][C:25]=5[O:29][CH2:30][C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)[C:20]=4[C:19]4[C:37](=[O:41])[NH:38][C:39](=[O:40])[C:18]=4[C:17]=3[C:13]=2[CH:12]=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH2:44]([O:51][CH2:52]Cl)[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1>CN(C=O)C.O>[CH2:44]([O:51][CH2:52][N:38]1[C:39](=[O:40])[C:18]2[C:17]3[C:13]4[C:14](=[C:9]([O:8][CH2:1][C:2]5[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=5)[CH:10]=[CH:11][CH:12]=4)[NH:15][C:16]=3[C:28]3[NH:27][C:26]4[C:25]([O:29][CH2:30][C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[CH:24][CH:23]=[CH:22][C:21]=4[C:20]=3[C:19]=2[C:37]1=[O:41])[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 137983Benzyl chloromethyl etherHCID 10459854HCID 10459854, 화합물

생성물 1

HCID 10439304HCID 10439304, 화합물수율 61.7%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

143.8 mg of 1,11-dibenzyloxy-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione was dissolved in 50 ml of DMF, 128.8 mg of 60% oily sodium hydride (NaH) was added, 36.5 μl of benzyloxymethyl chloride was gradually added under ice cooling over a period of 10 minutes, and the mixture was subjected to reaction at 0° C. for further 1 hour. The reaction solution was diluted with water and extracted with ethyl acetate, the ethyl acetate layer was dried over sodium sulfate and concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (Kiezel gel 60; eluted with chloroform) to give the desired 6-benzyloxymethyl-1,11-dibenzyloxy-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione (yield: 61.7%).

후처리

  1. customthe mixture was subjected to reaction at 0° C. for further 1 hour
  2. extractionextracted with ethyl acetate
  3. dry with materialthe ethyl acetate layer was dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (Kiezel gel 60; eluted with chloroform)

출처 및 근거

ORD 기록
ord-f3d6e91967cd453e9dc9439b26197795
출처 데이터셋
uspto-grants-1995_12
특허 번호
US05478813

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