Water → Ethyl 5-methyl-4,5-dihydro-4-oxo-pyrrolo[1,2-a]quinoxaline-2-carboxylate

HRID 26701

反応式

HRID 26701 の反応式
[CH2:1]([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])C.[C:8](OCC)(=O)[C:9]#[CH:10].O.[C:16]([O:19][CH2:20][CH3:21])(=[O:18])[CH3:17].[CH3:22][N:23]([CH3:26])[CH:24]=[O:25]>>[CH3:22][N:23]1[C:26]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:3]2[CH:1]=[C:17]([C:16]([O:19][CH2:20][CH3:21])=[O:18])[CH:5]=[C:4]2[C:24]1=[O:25]

参加物

6

反応物 5

HCID 962WaterHCID 6228DimethylformamideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 12182Ethyl propiolate

生成物 1

HCID 14067565Ethyl 5-methyl-4,5-dihydro-4-oxo-pyrrolo[1,2-a]quinoxaline-2-carboxylate収率 41%

反応条件

温度
70 °C

実験手順

800 mg of dry triethylamine and then 1.13 g of ethyl propiolate were added to a suspension of 2.3 g of the product of Step B in 50 ml of dimethylformamide and the mixture was heated to 70° C. and then was allowed to stand at room temperature for 2 days. 300 ml of water and 200 ml of ethyl acetate were added thereto and the mixture was stirred. The mixture was decanted and the aqueous layer was extracted twice with 50 ml of ethyl acetate. The combined organic phases were washed with water, dried and filtered. The filtrate was evaporated to dryness and oil residue was triturated with ether. The mixture was filtered to obtain a 41% yield of ethyl 5-methyl-4,5-dihydro-4-oxo-pyrrolo[1,2-a]quinoxaline-2-carboxylate which melted at 197°-198° C. after crystallization from ethyl acetate.

後処理

  1. customThe mixture was decanted
  2. extractionthe aqueous layer was extracted twice with 50 ml of ethyl acetate
  3. washThe combined organic phases were washed with water
  4. customdried
  5. filtrationfiltered
  6. customThe filtrate was evaporated to dryness and oil residue
  7. customwas triturated with ether
  8. filtrationThe mixture was filtered

出典と根拠

ORDレコード
ord-4afa53559f414ab1b60b358bf660a80d
出典データセット
uspto-grants-1979_04
特許番号
US04151280

関連ノート

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