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

HRID 1845121Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1845121
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

Komponenten

4

Edukt 2

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-9210e30ce6964e62af517c62aba28e50
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946439B2

Notizen zur Reaktion

Wird geladen…