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Water → {[4-(Trifluoromethyl)pyridin-2-yl]methoxy}acetic Acid

HRID 2367052
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HRID 2367052 반응식
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][OH:10])[CH:4]=1.[H-].[Na+].Br[CH2:16][C:17]([O:19]C(C)(C)C)=[O:18].O>CN(C=O)C>[F:12][C:2]([F:11])([F:1])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][O:10][CH2:16][C:17]([OH:19])=[O:18])[CH:4]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 79177tert-Butyl bromoacetateHCID 147614592-(Hydroxymethyl)-4-(trifluoromethyl)pyridine

생성물 1

HCID 57803266{[4-(Trifluoromethyl)pyridin-2-yl]methoxy}acetic Acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of [4-(trifluoromethyl)pyridin-2-yl]methanol (340 mg, 1.9 mmol) in DMF (10 mL) was added sodium hydride (150 mg, 3.8 mmol). After being stirred at room temperature for 5 min. 1,1-dimethylethyl bromoacetate (0.28 mL, 1.9 mmol) was added. Stirring was continued at room temperature for 1 h. Water (20 mL) was added and the resulting solution was extracted with EtOAc. The water layer was neutralized to pH=5 with HCl and extracted with EtOAc twice. The combined organic layers were dried (MgSO4) and concentrated under vacuum to give the title compound which was used for the next reaction without purification. MS (M+H) 292.2.

후처리

  1. stirringStirring
  2. waitwas continued at room temperature for 1 h
  3. extractionthe resulting solution was extracted with EtOAc
  4. extractionextracted with EtOAc twice
  5. dry with materialThe combined organic layers were dried (MgSO4)
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-3f78b1e6b3da430093d9843f79d1905a
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08697870B2

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