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

HRID 378651

반응식

HRID 378651 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매3회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8301dc81f64a453da29393d57e53d432
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06031109

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