Hydrochloric Acid → Ethyl 2-chloro-2-(2,6-difluoro-4-nitrophenyl)ethanoate

HRID 634683

반응식

HRID 634683 반응식
[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[C:6]([F:8])[CH:7]=1.[Cl:12][CH:13](Cl)[C:14]([O:16][CH2:17][CH3:18])=[O:15].CC(C)([O-])C.[K+].Cl>CN(C=O)C>[Cl:12][CH:13]([C:7]1[C:2]([F:1])=[CH:3][C:4]([N+:9]([O-:11])=[O:10])=[CH:5][C:6]=1[F:8])[C:14]([O:16][CH2:17][CH3:18])=[O:15]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 10808Ethyl dichloroacetateHCID 752721,3-Difluoro-5-nitrobenzeneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 21260294Ethyl 2-chloro-2-(2,6-difluoro-4-nitrophenyl)ethanoate수율 97%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
-25 °C

실험 절차

A solution of 3,5-difluoronitrobenzene (20 g,126 mmol) and ethyl dichloroacetate (15.8 ml, 129 mmol) in DMF (60 ml) was added to potassium t-butoxide (31.8 g, 283 mmol) in DMF (500 ml) at −25° C. over 30 minutes. The mixture was stirred for 15 minutes at −25° C. then poured on to a mixture of ice (600 g) and 2M hydrochloric acid (500 ml). The aqueous mixture was extracted with ethyl acetate, the combined extracts were washed with water and sodium hydrogen carbonate solution and dried (MgSO4) and the solvent removed by evaporation to give ethyl 2-chloro-2-(2,6-difluoro-4-nitrophenyl)ethanoate (34 g, 97%).

후처리

  1. extractionThe aqueous mixture was extracted with ethyl acetate
  2. washthe combined extracts were washed with water and sodium hydrogen carbonate solution
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed by evaporation

출처 및 근거

ORD 기록
ord-ece5942eccfd41b9b50ac2ce665ab347
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06184225B2

연결된 노트

불러오는 중…