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

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

Reactant 2

HCID 14798Sodium Hydroxide

HCID 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

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

Sources & evidence

ORD record: ord-96b3b48d92514fceba47d5ddb1d3171b
Source dataset: uspto-grants-1997_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05604225

Reaction notes

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