Methyl iodide → HCID 6373052、化合物

HRID 343300ノート

反応式

HRID 343300 の反応式
[C:1]([N:4]1[CH2:9][C:8](=[O:10])[NH:7]/[C:6](=[CH:11]\[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)/[C:5]1=[O:20])(=[O:3])[CH3:2].CI.[C:23](=O)([O-])[O-].[Na+].[Na+].[C:29]([O:32][CH2:33][CH3:34])(=O)C>CN(C=O)C>[C:1]([N:4]1[CH2:9][C:8](=[O:10])[N:7]([CH3:23])/[C:6](=[CH:11]\[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)/[C:5]1=[O:20])(=[O:3])[CH3:2].[C:1]([N:4]1[CH2:34][C:33]([O:32][CH3:29])=[N:7][C:6](=[CH:11][C:12]2[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=2)[C:5]1=[O:20])(=[O:3])[CH3:2]

参加物

7

反応物 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 5392210HCID 5392210、化合物

生成物 2

HCID 6373052HCID 6373052、化合物収率 66%HCID 54000698HCID 54000698、化合物収率 11.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of (3Z)-1-Acetyl-3-(4-methoxybenzylidene)-2,5-piperazinedione (9) (2.0 g, 7.3 mmol), methyl iodide (0.46 ml, 7.3 mmol), and sodium carbonate (800 mg, 7.5 mmol) in dry DMF (50 ml) was stirred under an atmosphere of dry nitrogen for 3 days. The reaction mixture was then poured into ethyl acetate (500 ml) and washed with water (4×100 ml) and brine. The organic phase was separated, dried (MgSO4), and the solvent removed in vacuo. The residue was purified by flash chromatography (silica, EtOAc:Hexane, 1:1) to give (3Z)-1-acetyl-3-(4-methoxybenzylidene)-4-methyl-2,5-piperazinedione (10) 1.38 g (66%) as a yellow solid and 1-acetyl-5-methoxy-3-(4-methoxybenzylidene)-3,6-dihydropyrazin-2-one (11) 248 mg (11.8%) as a bright yellow solid.

後処理

  1. washwashed with water (4×100 ml) and brine
  2. customThe organic phase was separated
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed in vacuo
  5. customThe residue was purified by flash chromatography (silica, EtOAc:Hexane, 1:1)

出典と根拠

ORDレコード
ord-60a2ce03c795469e83d233eed91f7698
出典データセット
uspto-grants-1999_01
特許番号
US05861400

反応ノート

読み込み中…