Diethyl Malonate → 2-(2,2,2-Trifluoro-1-phenylimino-ethyl)-malonic acid diethyl ester

HRID 73897ノート

反応式

HRID 73897 の反応式
[H-].[Na+].[C:3]([O:11][CH2:12][CH3:13])(=[O:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[F:14][C:15]([F:26])([F:25])[C:16](Cl)=[N:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1COCC1.C(Cl)Cl>[CH2:12]([O:11][C:3](=[O:10])[CH:4]([C:16](=[N:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:15]([F:14])([F:25])[F:26])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:13]

参加物

6

反応物 3

HCID 7761Diethyl MalonateHCID 24758Sodium hydrideHCID 100588692,2,2-Trifluoro-N-phenylacetimidoyl Chloride

生成物 1

HCID 572200902-(2,2,2-Trifluoro-1-phenylimino-ethyl)-malonic acid diethyl ester

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of NaH (3.47 g, 145 mmol, 60% in mineral oil) in THF (200 mL) was added diethyl malonate (18.5 g, 116 mmol) at 0° C. The mixture was stirred for 30 min at this temperature and 2,2,2-trifluoro-N-phenyl-acetimidoyl chloride (19 g, 92 mmol) was added at 0° C. The reaction mixture was allowed to warm to room temperature and stirred overnight. The mixture was diluted with CH2Cl2, washed with saturated sodium bicarbonate solution and brine. The combined organic layers were dried over Na2SO4, filtered and concentrated to provide 2-(2,2,2-trifluoro-1-phenylimino-ethyl)-malonic acid diethyl ester, which was used directly in the next step without further purification.

後処理

  1. additionwas added at 0° C
  2. washwashed with saturated sodium bicarbonate solution and brine
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-cac75884a9724db29e1773659d1fef65
出典データセット
uspto-grants-2014_09
特許番号
US08829204B2

反応ノート

読み込み中…