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

HRID 1450385

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HRID 1450385 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 10869708Diethyl 2-(4-nitrophenyl)malonate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

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온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aea4edbd549d472cacd1bebbed3b4a1d
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05602137

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