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

HRID 1451394Notes

Reaction equation

HRID 1451394 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-96b3b48d92514fceba47d5ddb1d3171b
Source dataset
uspto-grants-1997_02
Patent number
US05604225

Reaction notes

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