Potassium Hydroxide → 5-[(2R)-oxiran-2-yl]-2-(trifluoromethyl)pyridine

HRID 1845121ノート

反応式

HRID 1845121 の反応式
CC1C=CC(S(O[CH2:12][C@H:13]([OH:24])[C:14]2[CH:15]=[N:16][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:19]=2)(=O)=O)=CC=1.[OH-].[K+]>C1COCC1>[O:24]1[CH2:12][C@H:13]1[C:14]1[CH:19]=[CH:18][C:17]([C:20]([F:21])([F:22])[F:23])=[N:16][CH:15]=1

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 86652106(R)-2-Hydroxy-2-(6-(trifluoromethyl)pyridin-3-yl)ethyl 4-methylbenzenesulfonate

生成物 1

HCID 581880495-[(2R)-oxiran-2-yl]-2-(trifluoromethyl)pyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of (R)-2-hydroxy-2-(6-(trifluoromethyl)pyridin-3-yl)ethyl 4-methylbenzenesulfonate (1.0 g, 2.77 mmol) in THF (50 mL) was added powder potassium hydroxide (464 mg, 8.28 mmol) in small portions. The mixture was stirred for 40 minutes and TLC indicated completion of the reaction. The mixture was filtered through Celite and the filter cake was washed with acetonitrile (50 mL). The filtrate was carefully concentrated to a half volume and the obtained expoxide solution was used directly for the next step reaction.

後処理

  1. customcompletion of the reaction
  2. filtrationThe mixture was filtered through Celite
  3. washthe filter cake was washed with acetonitrile (50 mL)
  4. concentrationThe filtrate was carefully concentrated to a half volume
  5. customthe obtained expoxide solution was used directly for the next step reaction

出典と根拠

ORDレコード
ord-9210e30ce6964e62af517c62aba28e50
出典データセット
uspto-grants-2015_02
特許番号
US08946439B2

反応ノート

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