Triethyl phosphonoacetate → Ethyl 3-(4-nitrophenyl)-3-phenylprop-2-enoate

HRID 66615ノート

反応式

HRID 66615 の反応式
[H-].[Na+].[CH2:3]([O:5][C:6]([CH2:8]P(=O)(OCC)OCC)=[O:7])[CH3:4].[N+:17]([C:20]1[CH:33]=[CH:32][C:23]([C:24]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=O)=[CH:22][CH:21]=1)([O-:19])=[O:18]>COCCOC>[C:26]1([C:24]([C:23]2[CH:32]=[CH:33][C:20]([N+:17]([O-:19])=[O:18])=[CH:21][CH:22]=2)=[CH:8][C:6]([O:5][CH2:3][CH3:4])=[O:7])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

参加物

5

反応物 3

HCID 13345Triethyl phosphonoacetateHCID 24758Sodium hydrideHCID 70839Methanone, (4-nitrophenyl)phenyl-

生成物 1

HCID 308955Ethyl 3-(4-nitrophenyl)-3-phenylprop-2-enoate

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒2 回

実験手順

To a stirred suspension of sodium hydride, derived from 10.56 g. of a 50% suspension in mineral oil, in 400 ml. of 1,2-dimethoxyethane was added 51.6 g. of diethyl ethoxycarbonylmethylphosphonate, during 1 hour. When gas evolution ceased, a solution of 47.7 g. of 4-nitrobenzophenone in 400 ml. of 1,2-dimethoxyethane was added, dropwise, during 1.5 hours. Stirring was continued overnight and then the solvent was removed by evaporation in vacuo. The residue was partitioned between ethyl acetate and water. The layers were separated, and the water layer was extracted with fresh ethyl acetate. The combined ethyl acetate solutions were evaporated in vacuo to give the title compound as an oil, which slowly solidified.

後処理

  1. waitwas continued overnight
  2. customthe solvent was removed by evaporation in vacuo
  3. customThe residue was partitioned between ethyl acetate and water
  4. customThe layers were separated
  5. extractionthe water layer was extracted with fresh ethyl acetate
  6. customThe combined ethyl acetate solutions were evaporated in vacuo

出典と根拠

ORDレコード
ord-c2861430d7a84f4e9e63be0ff61640c3
出典データセット
uspto-grants-1982_08
特許番号
US04342781

反応ノート

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