4-(5-(Trifluoromethyl)pyridin-2-yl)benzaldehyde → 1-[4-(5-Trifluoromethyl-pyridin-2-yl)-phenyl]-pentan-1-ol

HRID 1669300노트

반응식

HRID 1669300 반응식
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=2)=[N:7][CH:8]=1.[CH2:19]([Mg]Br)[CH2:20][CH2:21][CH3:22]>C1COCC1>[F:18][C:2]([F:17])([F:1])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:16]=[CH:15][C:12]([CH:13]([OH:14])[CH2:19][CH2:20][CH2:21][CH3:22])=[CH:11][CH:10]=2)=[N:7][CH:8]=1

참가 물질

4

반응물 2

HCID 27633594-(5-(Trifluoromethyl)pyridin-2-yl)benzaldehydeHCID 178418682HCID 178418682, 화합물

생성물 1

HCID 673422541-[4-(5-Trifluoromethyl-pyridin-2-yl)-phenyl]-pentan-1-ol수율 80%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-(5-trifluoromethyl-pyridin-2-yl)-benzaldehyde (1.0 g, 3.98 mmol) in andhydrous tetrahydrifuran (THF) (25 mL) that had been cooled to 0° C. in an ice bath is added n-butyl magnesium bromide (8.0 mL, 16.0 mmol) dropwise with stirring under nitrogen. The mixture is allowed to warm slowly to room temperature. The reaction is monitored by HPLC, and upon complete consumption of the aldehyde, quenched with 1N HCl. The mixture is diluted with ethyl ether and water, then extracted. The organic layer is washed with water and brine, dried over anhydrous sodium sulfate and concentrated. The title compound is obtained after column chromatography (1.10 g or 3.20 mmol) at 80% yield.

후처리

  1. customupon complete consumption of the aldehyde
  2. customquenched with 1N HCl
  3. additionThe mixture is diluted with ethyl ether and water
  4. extractionextracted
  5. washThe organic layer is washed with water and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0d34862f7ae145e693cf5479a557bc1d
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989457B2

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