2-Pyridinecarboxaldehyde → 2,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-ol

HRID 1186336노트

반응식

HRID 1186336 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[O:8].[F:9][C:10]([Si](C)(C)C)([F:12])[F:11].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[F:9][C:10]([F:12])([F:11])[CH:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[OH:8]

참가 물질

5

반응물 3

HCID 142732-PyridinecarboxaldehydeHCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium Fluoride

생성물 1

HCID 137429262,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-ol수율 126.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

According to Reference Example 8-12, by use of 2-pyridinecarboxaldehyde (500 μL, 5.26 mmol), (trifluoromethyl)trimethylsilane (932 μL, 6.31 mmol), tetrabutylammonium fluoride (a 1.0 mol/L solution in tetrahydrofuran, 526 μL, 0.526 mmol) and tetrahydrofuran (10 mL), the mixture was stirred and reacted at room temperature for 10 minutes. Then, purification by silica gel column chromatography (chloroform/methanol=9/1) was performed to give 2-(2,2,2-trifluoro-1-hydroxyethyl)pyridine (Compound CN) (1.18 g, yield: quantitative).

후처리

  1. customreacted at room temperature for 10 minutes
  2. customThen, purification by silica gel column chromatography (chloroform/methanol=9/1)

출처 및 근거

ORD 기록
ord-358ac4f581e94a6c855b75484f4aef9e
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673908B2

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