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

HRID 232601ノート

反応式

HRID 232601 の反応式
[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]

参加物

5

反応物 4

HCID 702Ethanol2 回HCID 7766Diethyl CarbonateHCID 234291Ethyl (2,4-dichlorophenyl)acetateHCID 5360545Sodium2 回

生成物 1

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

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-a7d6a32970ed40b98baaf133ffbe97b6
出典データセット
uspto-grants-1997_01
特許番号
US05591746

反応ノート

読み込み中…