Methyl iodide → HCID 6373052, 화합물

HRID 343300노트

반응식

HRID 343300 반응식
[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]

참가 물질

7

반응물 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 5392210HCID 5392210, 화합물

생성물 2

HCID 6373052HCID 6373052, 화합물수율 66%HCID 54000698HCID 54000698, 화합물수율 11.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-60a2ce03c795469e83d233eed91f7698
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05861400

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