Hydrochloric Acid → Diethyl 2-(4-methoxyphenyl)malonate

HRID 53957

반응식

HRID 53957 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:5][CH:4]=1.[C:15](=O)([O:19]CC)[O:16][CH2:17][CH3:18].[H-].[Na+].Cl>CN(C)C=O>[CH2:13]([O:12][C:10]([CH:9]([C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1)[C:15]([O:16][CH2:17][CH3:18])=[O:19])=[O:11])[CH3:14]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7766Diethyl CarbonateHCID 24758Sodium hydrideHCID 84174Ethyl 4-methoxyphenylacetate

생성물 1

HCID 2785178Diethyl 2-(4-methoxyphenyl)malonate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

27.7 g of ethyl 4-methoxyphenylacetate and 34 ml of diethyl carbonate were dissolved in 150 ml of N,N-dimethylformamide, and the solution was subjected to reflux under heating, while gradually adding 6.5 g of sodium hydride for 1 hour. After further refluxing under heating for 2 hours, the resulting reaction solution was poured into a mixture of ice water and hydrochloric acid, followed by extraction with ethyl acetate. The resulting organic layer was washed with water, and then dried to distill off the solvent. The residue thus obtained was purified by silica gel column chromatography using toluene as an eluant, thereby obtaining 26.7 g of ethyl 2-ethoxycarbonyl-2-(4-methoxyphenyl)acetate in the form of light yellow oil.

후처리

  1. temperatureto reflux
  2. temperatureunder heating
  3. temperatureAfter further refluxing
  4. temperatureunder heating for 2 hours
  5. customthe resulting reaction solution
  6. extractionfollowed by extraction with ethyl acetate
  7. washThe resulting organic layer was washed with water
  8. customdried
  9. distillationto distill off the solvent
  10. customThe residue thus obtained
  11. customwas purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-cdb199cccde4424c84d1054619df02b1
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05620991

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