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

HRID 840565ノート

反応式

HRID 840565 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

(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.

後処理

  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

出典と根拠

ORDレコード
ord-bc154d2bc21d48e593c4f5cddd4ae223
出典データセット
uspto-grants-2002_04
特許番号
US06369057B1

反応ノート

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