Water → HCID 10459854, Verbindung

HRID 1735496Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1735496
[CH:1]1[CH:6]=[C:5]([OH:7])[C:4]2[NH:8][C:9]3[C:14]([C:3]=2[CH:2]=1)=[C:13]1[C:15]([NH:17][C:18](=[O:19])[C:12]1=[C:11]1[C:20]2[CH:26]=[CH:25][CH:24]=[C:23]([OH:27])[C:21]=2[NH:22][C:10]=31)=[O:16].C(=O)([O-])[O-].[K+].[K+].[CH2:34](Br)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.O>CN(C)C=O>[CH2:34]([O:27][C:23]1[C:21]2[NH:22][C:10]3[C:9]4[NH:8][C:4]5[C:3](=[CH:2][CH:1]=[CH:6][C:5]=5[O:7][CH2:14][C:3]5[CH:4]=[CH:5][CH:6]=[CH:1][CH:2]=5)[C:14]=4[C:13]4[C:15](=[O:16])[NH:17][C:18](=[O:19])[C:12]=4[C:11]=3[C:20]=2[CH:26]=[CH:25][CH:24]=1)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 9928668BE 13793C

Produkt 1

HCID 10459854HCID 10459854, VerbindungAusbeute 93,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

180.5 mg of BE-13793C (12,13-dihydro-1,11-dihydroxy-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)-dione) was dissolved in 137 ml of N,N-dimethylformamide (DMF), 510 mg of potassium carbonate was added, and 170 μl of benzyl bromide was added under ice cooling. The reaction solution was stirred at room temperature for 2 hours and, after addition of 200 ml of water, extracted with 200 ml of ethyl acetate, and the extract was dried over sodium sulfate and concentrated under reduced pressure to give 1,11-dibenzyloxy-12,13-dihydro-5H-indolo[ 2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione (yield: 93.7%).

Aufarbeitung

  1. extractionextracted with 200 ml of ethyl acetate
  2. dry with materialthe extract was dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-de5740a93a9548fc8647806fd5ab127e
Quelldatensatz
uspto-grants-1996_07
Patentnummer
US05536827

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