تفاعل #2200622

ord-e2bb978c4cf14534bf83d61797deacf0

معادلة التفاعل

Cc1cncn1-c1ccc(C(F)(F)F)cc1C#N
5-trifluoromethyl-2-(5-methyl-imidazol-1-yl)-benzonitrile
N#Cc1cc(C(F)(F)F)ccc1F
2-fluoro-5-(trifluoromethyl)-benzonitrile
Cc1c[nH]cn1
4-methylimidazole
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1cn(-c2ccc(C(F)(F)F)cc2C#N)cn1
title compound
Cc1cn(-c2ccc(C(F)(F)F)cc2C#N)cn1
5-Trifluoromethyl-2-(4-methyl-imidazol-1-yl)-benzonitrile

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصAfter aqueous workup and extraction with Ethyl acetate
  2. 2
    تجفيفthe organic phase was dried (Na2SO4)
  3. 3
    تركيزconcentrated
  4. 4
    أخرىto furnish

الإجراء التجريبي

In analogy to example 5a, 2-fluoro-5-(trifluoromethyl)-benzonitrile was reacted with 4-methylimidazole and potassium carbonate for 16 h at 90° C. After aqueous workup and extraction with Ethyl acetate, the organic phase was dried (Na2SO4) and concentrated to furnish a 3.4:1 mixture of the title compound and its regioisomer [5-trifluoromethyl-2-(5-methyl-imidazol-1-yl)-benzonitrile] as a light brown oil (yield: 85%). MS: m/e=252.3 [M+H]+.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07432256B2uspto-grants-2008_10