4-Nitrobenzaldehyde → Diethyl [2-(4-nitrophenyl)ethenyl]phosphonate

HRID 1378966ノート

反応式

HRID 1378966 の反応式
CC[O-].[Na+].[N+:5]([C:8]1[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][CH:9]=1)([O-:7])=[O:6].[CH2:16](P(=O)(OCC)OCC)[P:17](=[O:24])([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20]>CO>[CH2:19]([O:18][P:17]([CH:16]=[CH:12][C:11]1[CH:14]=[CH:15][C:8]([N+:5]([O-:7])=[O:6])=[CH:9][CH:10]=1)(=[O:24])[O:21][CH2:22][CH3:23])[CH3:20]

参加物

5

反応物 3

HCID 5414-NitrobenzaldehydeHCID 15455Tetraethyl methylenediphosphonateHCID 2723922Sodium ethoxide2 回

生成物 1

HCID 53749636Diethyl [2-(4-nitrophenyl)ethenyl]phosphonate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium ethylate (4.95 g, 72.8 mmol) is added to a solution of 4-nitrobenzaldehyde (10 g, 66.2 mmol) in 200 ml of methanol, and tetraethyl methylenediphosphonate (21 g, 72.8 mmol) is then added dropwise. After 2 h of stirring at room temperature, a further 0.43 g of sodium ethylate and 2 g of tetraethyl methylene diphosphonate are added. After 15 min of stirring at room temperature, the ethanol is evaporated off under vacuum and the residue is bipartitioned in a water/ethyl acetate mixture. The organic phase is washed with water, then dried (MgSO4) and evaporated under vacuum to give the expected product.

後処理

  1. additionis then added dropwise
  2. stirringAfter 15 min of stirring at room temperature
  3. customthe ethanol is evaporated off under vacuum
  4. washThe organic phase is washed with water
  5. dry with materialdried (MgSO4)
  6. customevaporated under vacuum

出典と根拠

ORDレコード
ord-ccec20dabff04adea36862d19b735e8c
出典データセット
uspto-grants-1997_09
特許番号
US05670493

反応ノート

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