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

HRID 1898903

反応式

HRID 1898903 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-4165a9870e1446eda0c995916f09768b
出典データセット
uspto-grants-1996_11
特許番号
US05571813

関連ノート

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