Water → 4'-(Trifluoromethyl)-4-biphenylcarbaldehyde

HRID 463514노트

반응식

HRID 463514 반응식
[Li+].CCC[CH2-].Br[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1.CN(C)[CH:25]=[O:26].O>CCCCCC.C1COCC1>[F:20][C:19]([F:22])([F:21])[C:16]1[CH:17]=[CH:18][C:13]([C:10]2[CH:11]=[CH:12][C:7]([CH:25]=[O:26])=[CH:8][CH:9]=2)=[CH:14][CH:15]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 6228DimethylformamideHCID 61028n-Butyl lithiumHCID 127123494-Bromo-4'-(trifluoromethyl)biphenyl

생성물 1

HCID 27827124'-(Trifluoromethyl)-4-biphenylcarbaldehyde

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

실험 절차

N-Butyllitium in hexane (95 ml, 1.55M) was added dropwise to 4-Bromo-4'-trifluoromethylbiphenyl (40 g) in 250 ml of THF under N2 at -70° C. After addition the mixture was stirred for a further 10 mins and then dry dimethylformamide (19.49) in a solution of dry tetrahydrofuran (100 ml) was added dropwise. The mixture was then allowed to warm to room temperature in the absence of coolant. After stirring for 1.5 hours water was added and the mixture extracted with ether. The water washed and dried extracts were evaporated to give p-(4-trifluoromethylphenyl)benzaldehyde (34.5 g) m.p. 70°.

후처리

  1. additionAfter addition the mixture
  2. additionwas added
  3. extractionthe mixture extracted with ether
  4. washThe water washed
  5. customdried extracts
  6. customwere evaporated

출처 및 근거

ORD 기록
ord-9d36cafe6e454d688a6364df5c155b1a
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04520007

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