Benzene, 1-iodo-3-(trifluoromethyl)- → 2,2-Difluoro-1-[3-(trifluoromethyl)phenyl]-1-propanone

HRID 339127

반응식

HRID 339127 반응식
CC([Mg]Cl)C.I[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=1.[F:17][C:18]([F:26])([CH3:25])[C:19](N(OC)C)=[O:20]>C1COCC1>[F:17][C:18]([F:26])([CH3:25])[C:19]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=1)=[O:20]

참가 물질

5

반응물 3

HCID 67868Benzene, 1-iodo-3-(trifluoromethyl)-HCID 58736313608537-54-8HCID 178418918HCID 178418918, 화합물

생성물 1

HCID 582479962,2-Difluoro-1-[3-(trifluoromethyl)phenyl]-1-propanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-15 °C

실험 절차

A solution of 2-propylmagnesium chloride in THF (1.3 M, 7.5 ml) was cooled to −15° C. and admixed with 1-iodo-3-(trifluoromethyl)benzene (2.80 g, 10.2 mmol). The reaction mixture was stirred at −15° C. for 1 h, warmed to room temperature and admixed dropwise with a solution of 2,2-difluoro-N-methoxy-N-methylpropanamide (1.43 g, 9.35 mmol; prepared according to Synth. Comm. 2008 (38), 1940-1945), and stirred at room temperature overnight. Then the mixture was added to ice-cold dilute hydrochloric acid and extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by means of silica gel chromatography with the eluent cyclohexane/ethyl acetate (EA) (0% EA to 30% EA).

후처리

  1. temperaturewarmed to room temperature
  2. stirringstirred at room temperature overnight
  3. additionThen the mixture was added to ice-cold dilute hydrochloric acid
  4. extractionextracted with ethyl acetate
  5. dry with materialThe combined organic phases were dried over sodium sulphate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by means of silica gel chromatography with the eluent cyclohexane/ethyl acetate (EA) (0% EA to 30% EA)

출처 및 근거

ORD 기록
ord-dcbaa6e30ea6492190224c0783530890
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889878B2

연결된 노트

불러오는 중…