Diethyl Malonate → ethyl 2-carbethoxy-3-(1-benzyl-1H-imidazol-2-yl)propanoate

HRID 378651

反応式

HRID 378651 の反応式
[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[Na].Cl.[CH2:14]([N:21]1[CH:25]=[CH:24][N:23]=[C:22]1[CH2:26]Cl)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[C:1]([CH:2]([CH2:26][C:22]1[N:21]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:25]=[CH:24][N:23]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4])([O:9][CH2:10][CH3:11])=[O:8]

参加物

5

反応物 3

HCID 7761Diethyl MalonateHCID 27792431-benzyl-2-(chloromethyl)-1H-imidazole hydrochlorideHCID 5360545Sodium

生成物 1

HCID 18349794ethyl 2-carbethoxy-3-(1-benzyl-1H-imidazol-2-yl)propanoate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

反応条件

温度
0 °C

実験手順

Diethyl malonate (52.45 g) in ethanol (50 ml) was added dropwise to a solution of sodium (11.3 g) in dry ethanol (300 ml) with stirring. The mixture was cooled to 0° C. and a solution of 1-benzyl-2-chloromethylimidazole hydrochloride (40.0 g, prepared as described in J.A.C.S. 1949, 383) in dry ethanol (250 ml) was added over 30 minutes with stirring. The mixture was stirred at ambient temperature for 2 hours and then the ethanol removed under reduced pressure. Ice cold 2M hydrochloric acid (400 ml) was added to the residue and the mixture was washed with ether. The aqueous layer was basified with solid sodium carbonate and then extracted with dichloromethane to give ethyl 2-carbethoxy-3-(1-benzyl-1H-imidazol-2-yl)propanoate as an oil.

後処理

  1. stirringwith stirring
  2. stirringThe mixture was stirred at ambient temperature for 2 hours
  3. customthe ethanol removed under reduced pressure
  4. additionIce cold 2M hydrochloric acid (400 ml) was added to the residue
  5. washthe mixture was washed with ether
  6. extractionextracted with dichloromethane

出典と根拠

ORDレコード
ord-8301dc81f64a453da29393d57e53d432
出典データセット
uspto-grants-2000_02
特許番号
US06031109

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