Reaction #440855

Reaction equation

4-[2-(Benzo[b]thiophene-4-yloxy)-ethyl]-5-methyl-2-phenyl-oxazole

Trioxane

HCl

HCl

→

4-[2-(7-Chloromethyl-benzo[b]thiophen-4-yloxy)-ethyl]-5-methyl-2-phenyl-oxazole

Solvents

dichloromethane

Conditions

Workup

1. 1
   Otherreacted at 2° C. for 23 h
2. 2
   ExtractionThe resulting mixture was extracted wich 10% sodium carbonate solution and water
3. 3
   Otherevaporated to dryness
4. 4
   workup.WAITDigestion with tert. butyl methylether at room temperature left a light brown residue (0.11 g)

Procedure

A solution of 335 mg of 4-[2-(Benzo[b]thiophene-4-yloxy)-ethyl]-5-methyl-2-phenyl-oxazole (1 mmol) and 110 mg of Trioxane (3.6 mmol) in 15 ml dichloromethane was treated with 2 ml of 37% HCl solution and saturated for 10 min with HCl gas and reacted at 2° C. for 23 h. The resulting mixture was extracted wich 10% sodium carbonate solution and water and evaporated to dryness. Digestion with tert. butyl methylether at room temperature left a light brown residue (0.11 g) consisting of 4-[2-(7-Chloromethyl-benzo[b]thiophen-4-yloxy)-ethyl]-5-methyl-2-phenyl-oxazole with a m.p. of 144-145° C.

Source