Diethyl Oxalate → Ethyl 4-(4-methoxyphenyl)-2,4-dioxobutanoate

HRID 37480노트

반응식

HRID 37480 반응식
[Na].[CH3:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)=[O:4].[C:13](OCC)(=[O:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(O)C>[CH3:12][O:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]([CH2:2][C:13](=[O:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:4])=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 7268Diethyl OxalateHCID 74764'-MethoxyacetophenoneHCID 5360545Sodium

생성물 1

HCID 287267Ethyl 4-(4-methoxyphenyl)-2,4-dioxobutanoate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

In 100 ml of ethanol was dissolved 4.2 g (1.1 eq.) of sodium, and a mixture of 25.0 g of 4-methoxyacetophenone and 27 ml (1.2 eq.) of diethyl oxalate was added dropwise under reflux. After 2 hours' reflux, the resulting crystals were collected by filtration. After 200 ml of 1N hydrochloric acid was added, the mixture was extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride and dried. The solvent was distilled off. The resulting crystals were collected by filtration with hexane.

후처리

  1. additionwas added dropwise
  2. temperatureunder reflux
  3. temperatureAfter 2 hours' reflux
  4. filtrationthe resulting crystals were collected by filtration
  5. additionAfter 200 ml of 1N hydrochloric acid was added
  6. extractionthe mixture was extracted with ethyl acetate
  7. washThe organic layer was washed with water
  8. dry with materiala saturated aqueous solution of sodium chloride and dried
  9. distillationThe solvent was distilled off
  10. filtrationThe resulting crystals were collected by filtration with hexane

출처 및 근거

ORD 기록
ord-3015a4a6254c44be9b79031f810d85b0
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05420275

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