Ethanol → Diethyl 2-(2,4-dichlorophenyl)malonate

HRID 727047노트

반응식

HRID 727047 반응식
[Na].C(O)C.[Cl:5][C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].[C:19](=O)([O:23]CC)[O:20][CH2:21][CH3:22]>>[CH3:18][CH2:17][O:16][C:14]([CH:13]([C:19]([O:20][CH2:21][CH3:22])=[O:23])[C:7]1[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:6]=1[Cl:5])=[O:15]

참가 물질

5

반응물 4

HCID 702Ethanol2회HCID 7766Diethyl CarbonateHCID 234291Ethyl (2,4-dichlorophenyl)acetateHCID 5360545Sodium2회

생성물 1

HCID 2736112Diethyl 2-(2,4-dichlorophenyl)malonate수율 85%

실험 절차

Sodium (1.86 g, 0.081M) was added in portions to absolute ethanol (150 ml) with stirring. After all the sodium had dissolved a solution of ethyl 2,4-dichlorophenylacetate (20 g) in diethyl carbonate (50 ml) was added dropwise. The reaction mixture was heated until EtOH distilled over. The rate of addition was controlled such that it equalled the rate of distillation. After the completion of addition the reaction mixture was heated and distilled for further 4 hours. The cooled reaction mixture was partitioned between water (300 ml) and EtOAc (300 ml) and the organic layer dried and evaporated in vacuo to give a yellow oil (21 g, 85%).

후처리

  1. additionwas added dropwise
  2. distillationdistilled over
  3. additionThe rate of addition
  4. distillationthe rate of distillation
  5. additionAfter the completion of addition the reaction mixture
  6. temperaturewas heated
  7. distillationdistilled for further 4 hours
  8. customThe cooled reaction mixture
  9. customwas partitioned between water (300 ml) and EtOAc (300 ml)
  10. customthe organic layer dried
  11. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-605bbec9362d42f9b186b9b108b519ba
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05712276

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