Dimethylformamide → 2,6-Dichloro-4-(trifluoromethyl)benzaldehyde

HRID 659204노트

반응식

HRID 659204 반응식
Br[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][C:3]=1[Cl:13].C([Mg]Br)(C)C.CN(C)[CH:21]=[O:22]>O1CCCC1>[Cl:13][C:3]1[CH:4]=[C:5]([C:9]([F:12])([F:11])[F:10])[CH:6]=[C:7]([Cl:8])[C:2]=1[CH:21]=[O:22]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 12682564-Bromo-3,5-dichlorobenzotrifluorideHCID 178418365HCID 178418365, 화합물

생성물 1

HCID 147939142,6-Dichloro-4-(trifluoromethyl)benzaldehyde

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-10 °C

실험 절차

A solution of 4-bromo-3,5-dichlorobenzotrifluoride (1 g, 3.4 mmol) in 1.2 mL tetrahydrofurane was slowly added to isopropylmagnesium bromide (15% in THF, 3.3 g, 3.4 mmol) at max. −10° C. After complete addition the reaction mixture was stirred for 30 min at −10° C. Dimethylformamide (0.275 g, 3.7 mmol) was added and the mixture was slowly warmed up. The mixture was quenched with saturated ammonium chloride solution and extracted three times with ethyl acetate. The combined organic phases were dried on sodium sulfate, filtered and evaporated. The crude product was used without any further purification, brown oil (741 mg, 89%).

후처리

  1. custom−10° C
  2. additionAfter complete addition the reaction mixture
  3. temperaturethe mixture was slowly warmed up
  4. customThe mixture was quenched with saturated ammonium chloride solution
  5. extractionextracted three times with ethyl acetate
  6. customThe combined organic phases were dried on sodium sulfate
  7. filtrationfiltered
  8. customevaporated
  9. customThe crude product was used without any further purification, brown oil (741 mg, 89%)

출처 및 근거

ORD 기록
ord-97b7f94b8eb64edf88a7152c8feb9b67
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08080541B2

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