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

HRID 339141

반응식

HRID 339141 반응식
[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]

참가 물질

6

반응물 3

HCID 7751Ethyl chloroacetate2회HCID 7761Diethyl Malonate2회HCID 5360545Sodium

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
15 °C

실험 절차

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].

후처리

  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

출처 및 근거

ORD 기록
ord-86c9e29abcc54df4b18a6630f6d32b65
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889898B2

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