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

HRID 2210327Notes

Reaction equation

HRID 2210327 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-331780f5c8804ce0825afd19f33a5be2
Source dataset
uspto-grants-1995_10
Patent number
US05457205

Reaction notes

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