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

HRID 623478ノート

反応式

HRID 623478 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-481166b934a54a6fb365ab5304310a0a
出典データセット
uspto-grants-2016_04
特許番号
US09302991B2

反応ノート

読み込み中…