Sodium hydride → 3,4-dimethyl 1H-pyrrole-3,4-dicarboxylate

HRID 1978920ノート

反応式

HRID 1978920 の反応式
CC1C=CC(S([CH2:11][N+:12]#[C-:13])(=O)=O)=CC=1.[C:14]([O:22][CH3:23])(=[O:21])/[CH:15]=[CH:16]/[C:17]([O:19][CH3:20])=[O:18].[H-].[Na+]>CN(C=O)C>[NH:12]1[CH:13]=[C:16]([C:17]([O:19][CH3:20])=[O:18])[C:15]([C:14]([O:22][CH3:23])=[O:21])=[CH:11]1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 161915Tosylmethyl isocyanideHCID 637568Dimethyl Fumarate

生成物 1

HCID 50873263,4-dimethyl 1H-pyrrole-3,4-dicarboxylate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

TOSMIC (1.5 g, 7.7 mmol) was added to a solution of dimethyl fumarate (1 g, 6.9 mmol) and sodium hydride (60%, 0.59, 12.5 mmol) in dry DMF (25 ml) at 0° C., and the solution stirred at 0° C. for 15 minutes. The reaction was poured onto ice-water and the product filtered and recrystallised from aqueous ethanol. 0.61 g, 48%. 1H-n.m.r. (DMSO-d6) δ (ppm) 3.68 (6H, s, 2×CH3), 7.39 (2H, s, 2×CH), 11.81 (1H, s, NH).

後処理

  1. additionThe reaction was poured onto ice-water
  2. filtrationthe product filtered
  3. customrecrystallised from aqueous ethanol

出典と根拠

ORDレコード
ord-a009546adac7428ebb42b87d9cf41f2e
出典データセット
uspto-grants-2001_05
特許番号
US06239159B1

反応ノート

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