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2-Chloro-3-(trifluoromethyl)pyridine → 2-Ethoxy-3-(trifluoromethyl)pyridine

HRID 906829
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HRID 906829 반응식
Cl[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[O-:12][CH2:13][CH3:14].[Na+]>C(O)C>[CH2:13]([O:12][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][N:3]=1)[CH3:14]
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참가 물질

4

반응물 2

HCID 5898332-Chloro-3-(trifluoromethyl)pyridineHCID 2723922Sodium ethoxide

생성물 1

HCID 426323562-Ethoxy-3-(trifluoromethyl)pyridine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-Chloro-3-trifluoromethyl-pyridine (4.43 g, 24.4 mmol) was dissolved in 42 ml 21% (wt.) sodium ethoxide in ethanol. The mixture was stirred at ambient temperature for 1.5 days. After this period of time, the solvent was evaporated and the residue was taken into water and extracted with dichloromethane three times. The combined extract was washed with brine, dried over sodium sulfate, and concentrated in vacuo to give 2-ethoxy-3-trifluoromethyl-pyridine as a light liquid (3.42 g, 73% yield). The crude product was used directly for the next step. 1H-NMR (400 MHz, CDCl3): δ 1.42 (t, 3H, J=7.07), 4.49 (q, 2H, J=7.07), 6.94 (dd, 1H, J=7.45, J=5.05), 7.85 (dd, 1H, J=1.26, J=7.45), 8.30 (dd, 1H, J=1.26, J=5.06).

후처리

  1. waitAfter this period of time
  2. customthe solvent was evaporated
  3. extractionextracted with dichloromethane three times
  4. extractionThe combined extract
  5. washwas washed with brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-220892ab19bd48f289505201640acd37
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08013001B2

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