Potassium Carbonate → (3RS)-3-Methyl-4-N-(3-methyl-2-buten-1-yl)-3,4-dihydroquinoxalin-2(1H)-one

HRID 840565노트

반응식

HRID 840565 반응식
[CH3:1][CH:2]1[NH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:12].[CH3:13][C:14]([CH3:18])=[CH:15][CH2:16]Br.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[CH3:1][CH:2]1[N:11]([CH2:16][CH:15]=[C:14]([CH3:18])[CH3:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:12]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 700922-Butene, 1-bromo-3-methyl-HCID 27636423-Methyl-3,4-dihydroquinoxalin-2(1H)-one

생성물 1

HCID 22619802(3RS)-3-Methyl-4-N-(3-methyl-2-buten-1-yl)-3,4-dihydroquinoxalin-2(1H)-one수율 84%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

(3RS)-3-Methyl-3,4-dihydroquinoxalin-2(1H)-one (4.86 g, 0.03 mol) dissolved in 50 ml of N,N-dimethylformamide, was alkylated with 4.2 ml (0.033 mol) of 3-methyl-2-buten-1-yl bromide (90%) in the presence of 4.60 g (0.033 mol) of pulverulent potassium carbonate. The reaction mixture was stirred at room temperature until reaction of the educt was complete. The solvent was then stripped off in vacuo, the residue was taken up in ethyl acetate and water, the phases were separated, the aqueous phase was extracted twice with ethyl acetate, and the combined organic extracts were washed twice with water. Drying over sodium sulfate, concentration in vacuo and crystallization from pentane gave 5.80 g (84%) of white crystalline product of melting point 92-93° C.

후처리

  1. customwater, the phases were separated
  2. extractionthe aqueous phase was extracted twice with ethyl acetate
  3. washthe combined organic extracts were washed twice with water
  4. dry with materialDrying over sodium sulfate, concentration in vacuo and crystallization from pentane

출처 및 근거

ORD 기록
ord-bc154d2bc21d48e593c4f5cddd4ae223
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06369057B1

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