تفاعل #215243

ord-bfc6523af2e946e684a67af53e1a2d6e

معادلة التفاعل

COCCCl
chloroethyl methyl ether
CCc1cccc(C)c1NC(=O)CCl
2'-methyl-6'-ethyl-2-chloroacetanilide
C1CCOC1
THF
CCc1cccc(C)c1N(C(=O)CCl)C(C)OC
N-(1-methoxy-1-ethyl)-2'-methyl-6'-ethyl-2-chloroacetanilide
المردود 86.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىReaction
  2. 2
    workup.ADDITIONwas added
  3. 3
    أخرىdidn't react although some KH

الإجراء التجريبي

The same general procedure of Example 32 was followed, except here the sec-amide, 2'-methyl-6'-ethyl-2-chloroacetanilide, 21.1 g (0.1 mol), was solubilized with a small amount of THF in 400-500 ml diethyl ether. Reaction went well, but gas evolved when chloroethyl methyl ether was added. However, at final addition (about 2.5×theory) the added ether didn't react although some KH was still present. Upon workup, the product, N-(1-methoxy-1-ethyl)-2'-methyl-6'-ethyl-2-chloroacetanilide, was obtained in 86% yield, b.p. 130° at 0.05 mm Hg.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04258196uspto-grants-1981_03