1-Chloro-4-nitrobenzene → Diethyl 2-(4-nitrophenyl)malonate

HRID 1450411

反応式

HRID 1450411 の反応式
[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].CC(C)([O-])C.[K+].Cl[C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=1>CS(C)=O>[N+:25]([C:22]1[CH:23]=[CH:24][C:19]([CH:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:1]([O:9][CH2:10][CH3:11])=[O:8])=[CH:20][CH:21]=1)([O-:27])=[O:26]

参加物

5

反応物 3

HCID 74741-Chloro-4-nitrobenzeneHCID 7761Diethyl MalonateHCID 23665647Potassium tert-butoxide

生成物 1

HCID 10869708Diethyl 2-(4-nitrophenyl)malonate

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

反応条件

温度
100 °C

実験手順

12.0 g (74.9 mmol) diethyl malonate were dissolved in 50 ml DMSO and 8.6 g (76.6 mmol) potassium t-butoxide were added. A solution of 7.9 g (50.1 mmol) 1-chloro-4-nitrobenzene in 50 ml DMSO was added via a dropping funnel. The mixture was heated at 100° C. for 4 h and poured on to crushed ice. It was extracted twice with ethyl acetate, the combined organic layers washed with brine, dried over sodium sulfate, and evaporated in vacuo to afford a brown oil, which contained the title compound in an amount of about 75% and which was used in the reaction of the next step.

後処理

  1. additionpoured on
  2. customto crushed ice
  3. extractionIt was extracted twice with ethyl acetate
  4. washthe combined organic layers washed with brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated in vacuo
  7. customto afford a brown oil, which

出典と根拠

ORDレコード
ord-9691c453881f423a80acca0006f77e24
出典データセット
uspto-grants-1997_02
特許番号
US05602136

関連ノート

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