Sodium Hydroxide → 2-(2-Trifluoromethyl-thiazol-4-yl)ethylene oxide

HRID 1587898Notes

Reaction equation

HRID 1587898 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[S:4][CH:5]=[C:6]([CH:8]([OH:11])[CH2:9]Br)[N:7]=1.[OH-].[Na+]>>[F:1][C:2]([F:13])([F:12])[C:3]1[S:4][CH:5]=[C:6]([CH:8]2[O:11][CH2:9]2)[N:7]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 222204994-Thiazolemethanol, alpha-(bromomethyl)-2-(trifluoromethyl)-

Product 1

HCID 143728612-(2-Trifluoromethyl-thiazol-4-yl)ethylene oxide

Procedure

5 g (0.018 mol) of 1-(2-Trifluoromethyl-thiazol-4-yl)-1-hydroxy-2-bromoethane are suspended in 4 ml of 50% strength sodium hydroxide solution and stirred for 5 minutes. The mixture is then diluted with ice-water and extracted by shaking with methylene chloride. The organic phase is dried over sodium sulphate and concentrated in vacuo at 20° C., and the resulting oil is purified on a silica gel column using methylene chloride as eluant.

Workup

  1. extractionextracted
  2. stirringby shaking with methylene chloride
  3. dry with materialThe organic phase is dried over sodium sulphate
  4. concentrationconcentrated in vacuo at 20° C.
  5. customthe resulting oil is purified on a silica gel column

Sources & evidence

ORD record
ord-3bb803d3583648b5a6c9f7c8342694a7
Source dataset
uspto-grants-1993_06
Patent number
US05219852

Reaction notes

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