Methyl iodide → HCID 6373052、化合物

HRID 1458548ノート

反応式

HRID 1458548 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-e462ed109e5d4f98a42374bb6576aad9
出典データセット
uspto-grants-1998_12
特許番号
US05852018

反応ノート

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