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

HRID 53957

反応式

HRID 53957 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 2785178Diethyl 2-(4-methoxyphenyl)malonate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cdb199cccde4424c84d1054619df02b1
出典データセット
uspto-grants-1997_04
特許番号
US05620991

関連ノート

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