تفاعل #1702

ord-199fcedcf8044722923baaa5b14e12bf

معادلة التفاعل

C#CC(=O)OC(C)(C)C
tert-butyl propiolate
CCOC(=O)C(N)=NO
ethyl α-aminooximinoacetate
Cc1ccccc1C
xylene
CCOC(=O)c1nc(C(=O)OC(C)(C)C)c[nH]1
tert-butyl 2-ethoxycarbonylimidazole-4-carboxylate

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe crude product (19 g) is chromatographed on a silica column
  2. 2
    غسيلeluting with a mixture of cyclohexane and ethyl acetate (50-50 by volume)

الإجراء التجريبي

tert-Butyl 2-ethoxycarbonyl imidazole-4-carboxylate can be prepared as follows: the procedure is as in Example 1 but starting from 15 g of ethyl α-aminooximinoacetate, 500 ml of xylene, 19.1 of triethylamine and 14.3 ml of tert-butyl propiolate. The crude product (19 g) is chromatographed on a silica column, eluting with a mixture of cyclohexane and ethyl acetate (50-50 by volume) to give 5 g of tert-butyl 2-ethoxycarbonylimidazole-4-carboxylate, employed as such in the subsequent syntheses.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726175uspto-grants-1998_03