Sodium hydride → N,N'-bis(n-butoxycarbonyl)-1,4-diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole

HRID 375402ノート

反応式

HRID 375402 の反応式
[O:1]=[C:2]1[C:6]2[C:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[N:8][C:9](=[O:10])[C:5]=2[C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:3]1.[H-].[Na+].Cl[C:26]([O:28][CH2:29][CH2:30][CH2:31][CH3:32])=[O:27]>O1CCCC1>[CH2:29]([O:28][C:26]([N:8]1[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:6]2[C:5](=[C:4]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:3]([C:26]([O:28][CH2:29][CH2:30][CH2:31][CH3:32])=[O:27])[C:2]2=[O:1])[C:9]1=[O:10])=[O:27])[CH2:30][CH2:31][CH3:32]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 61140Butyl chloroformateHCID 152175761,4-Dioxo-3,6-diphenylpyrrolo[3,4-c]pyrrole

生成物 1

HCID 70191840N,N'-bis(n-butoxycarbonyl)-1,4-diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole収率 73%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of 0.5 g (0.00175 mol) of 1,4-diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole in 17 ml of tetrahydrofuran are added, under argon, 0.28 g (0.007 mol) of solid sodium hydride. After stirring for 24 hours, 0.67 ml (0.007 mol) of n-butyl chloroformate are added and the suspension is stirred overnight. The mixture is filtered and the filtrate is concentrated under vacuum. The residue is taken up in water/diethyl ether, the organic phase is dried over MgSO4 and then concentrated under vacuum. The residue is taken up in n-hexane and the precipitated yellow powder is collected by filtration and washed with a minor amount of n-hexane, giving 0.62 g (73% of theory) of N,N'-bis(n-butoxycarbonyl)-1,4-diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole as a yellow fluorescent powder.

後処理

  1. additionare added, under argon
  2. stirringthe suspension is stirred overnight
  3. filtrationThe mixture is filtered
  4. concentrationthe filtrate is concentrated under vacuum
  5. dry with materialthe organic phase is dried over MgSO4
  6. concentrationconcentrated under vacuum
  7. filtrationthe precipitated yellow powder is collected by filtration
  8. washwashed with a minor amount of n-hexane

出典と根拠

ORDレコード
ord-cfd695cb536e44cb8decdccbcefa7a58
出典データセット
uspto-grants-1996_01
特許番号
US05484943

反応ノート

読み込み中…