تفاعل #4507

ord-b8196817410144b5adfdc7884be60b1f

معادلة التفاعل

Cc1oc(-c2ccccc2)nc1C(=O)CBr
4-bromoacetyl-5-methyl-2-phenyloxazole
N#Cc1ccc(O)cc1
p-cyanophenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1oc(-c2ccccc2)nc1C(=O)COc1ccc(C#N)cc1
4-[2-(5-methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzonitrile
المردود 79.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةunder reflux for 2 hours
  3. 3
    تركيزThe reaction mixture was concentrated under reduced pressure, and water (100 ml)-ether (100 ml)
  4. 4
    workup.ADDITIONwas added to the residue
  5. 5
    ترشيحthe crystals were collected by filtration
  6. 6
    أخرىRecrystallization from chloroform-ethanol

الإجراء التجريبي

A mixture of 4-bromoacetyl-5-methyl-2-phenyloxazole (7.0 g), p-cyanophenol (3.0 g), potassium carbonate (6.9 g) and methyl ethyl ketone (100 ml) was heated under reflux for 2 hours. The reaction mixture was concentrated under reduced pressure, and water (100 ml)-ether (100 ml) was added to the residue. The mixture was stirred, and the crystals were collected by filtration. Recrystallization from chloroform-ethanol afforded 4-[2-(5-methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzonitrile (6.3 g, 78.8%), as brownish prisms, m.p. 202°-203° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04725610uspto-grants-1988_02