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Sodium Hydroxide → 2-(Hydroxymethyl)-4-(trifluoromethyl)pyridine

HRID 2103406
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HRID 2103406 반응식
C([O:4][CH2:5][C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][N:7]=1)(=O)C.[OH-].[Na+]>CO.O>[F:14][C:12]([F:13])([F:15])[C:10]1[CH:9]=[CH:8][N:7]=[C:6]([CH2:5][OH:4])[CH:11]=1
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 14761451[4-(Trifluoromethyl)pyridin-2-yl]methyl acetate

생성물 1

HCID 147614592-(Hydroxymethyl)-4-(trifluoromethyl)pyridine수율 60%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매2회

실험 절차

To a solution of [4-(trifluoromethyl)pyridin-2-yl]methyl acetate (1.0 g, 3.2 mmol) in methanol (10 mL) was added a 1.0 M solution of sodium hydroxide in water (10 mL). After being stirred at room temperature overnight, the solution was diluted with 20 mL of water and extracted with EtOAc twice. The combined organic layers were dried (MgSO4) and concentrated under vacuum. Chromatography on silica gel eluting with hexanes/EtOAc (1:1) afforded the title compound (0.34 g) as a clear oil. MS (M+H) 178.1.

후처리

  1. extractionextracted with EtOAc twice
  2. dry with materialThe combined organic layers were dried (MgSO4)
  3. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-0c404cfbe6894741a43fa89890001780
출처 데이터셋
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07576089B2

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