Ethyl chloroacetate → Triethyl ethane-1,1,2-tricarboxylate

HRID 339141

反応式

HRID 339141 の反応式
[Na].[C:2]([O:10][CH2:11][CH3:12])(=[O:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].Cl[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16]>C(O)C.O>[CH:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])([C:2]([O:10][CH2:11][CH3:12])=[O:9])[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16]

参加物

6

反応物 3

HCID 7751Ethyl chloroacetate2 回HCID 7761Diethyl Malonate2 回HCID 5360545Sodium

生成物 1

HCID 81961Triethyl ethane-1,1,2-tricarboxylate

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
15 °C

実験手順

Sodium metal (23 gram, 1 mole) was dissolved in dry ethanol (500 ml) with stirring. To this 160 gram (1 mole) of diethyl malonate (compound [2]) was added in 30 minutes. The reaction mixture was cooled to 15° C. and ethyl chloroacetate (compound [1], 117 gm, 0.095 mole) was then added drop wise in 30 minutes. On completion of addition the reaction mass was refluxed for 6 hours and then poured in 2 liters of water. The organic materials were extracted with dichloromethane (three times with 500 ml). Next, the organic extracts were dried over sodium sulfate, filtered and evaporated to give an oily substance which was then vacuum distilled to give 220 gm (89% of the theoretical maximum yield) of triethyl ethane-1,1,2-tricarboxylate, compound [3].

後処理

  1. additionOn completion of addition the reaction mass
  2. temperaturewas refluxed for 6 hours
  3. extractionThe organic materials were extracted with dichloromethane (three times with 500 ml)
  4. dry with materialNext, the organic extracts were dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customto give an oily substance which
  8. distillationvacuum distilled
  9. customto give 220 gm (89% of the theoretical

出典と根拠

ORDレコード
ord-86c9e29abcc54df4b18a6630f6d32b65
出典データセット
uspto-grants-2014_11
特許番号
US08889898B2

関連ノート

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