Reaction #2200604

Reaction equation

2-chloro-1-phenylethanol

4,5-dimethylthiazole

→

product

3-(2-Phenyl-2-hydroxyethyl)-4,5-dimethylthiazolium chloride

Solvents

water

Conditions

Workup

1. 1
   Temperaturewere heated
2. 2
   TemperatureIt was cooled to room temperature
3. 3
   workup.STIRRINGwith stirring
4. 4
   Extractionwas extracted with ether (30 mL)
5. 5
   workup.ADDITIONThe water layer was treated with actived carbon
6. 6
   Otherevaporated to dryness
7. 7
   OtherIt was crystallized from a mixture of acetonitrile and ether

Procedure

The neat mixture of 2-chloro-1-phenylethanol (2.34 g, 14.9 mmol) and 4,5-dimethylthiazole (1.69 g, 14.9 mmol) were heated with stirring at 135° C. for 28 hrs. It was cooled to room temperature and water (30 mL) was added to the reaction mixture with stirring, and then was extracted with ether (30 mL). The water layer was treated with actived carbon and evaporated to dryness. It was crystallized from a mixture of acetonitrile and ether to give a racemic product as prisms; 0.39 g (9.7%); mp. 201-203° C.

Source