Potassium Carbonate → 5-(Oxiran-2-yl)-2-(2,2,2-trifluoroethoxy)pyridine

HRID 623478노트

반응식

HRID 623478 반응식
CC1C=CC(S(O[CH2:12][CH:13]([OH:26])[C:14]2[CH:15]=[N:16][C:17]([O:20][CH2:21][C:22]([F:25])([F:24])[F:23])=[CH:18][CH:19]=2)(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>CO>[O:26]1[CH2:12][CH:13]1[C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]([F:23])([F:24])[F:25])=[N:16][CH:15]=1

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 874265272-Hydroxy-2-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl 4-methylbenzenesulfonate

생성물 1

HCID 874265125-(Oxiran-2-yl)-2-(2,2,2-trifluoroethoxy)pyridine수율 95.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 2-hydroxy-2-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl 4-methylbenzenesulfonate (1.66 g, 4.25 mmol, Step-4, single enantiomer) and potassium carbonate (1.76 g, 12.8 mmol) in methanol (43 mL) is stirred at room temperature for 2 hours. White precipitate is filtrated and filtrate is concentrated in vacuo. The residue is poured into water, extracted with ethyl acetate and dried over sodium sulfate and concentrated in vacuo to give 0.89 g (95% yield) of the title compound as colorless oil. This material is used for the next reaction (Step-6) without further purification.

후처리

  1. filtrationWhite precipitate is filtrated
  2. concentrationfiltrate is concentrated in vacuo
  3. additionThe residue is poured into water
  4. extractionextracted with ethyl acetate
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-481166b934a54a6fb365ab5304310a0a
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09302991B2

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