تفاعل #521379

معادلة التفاعل

lithium hexamethyldisilazide

2-ethyl-2-bicyclo[2.2.1]heptyl 3-hydroxybutanoate

2-ethyl-2-bicyclo[2.2.1]heptyl acetate

2-norbornene-5-carboxylic chloride

acetoaldehyde

→

2-(2-ethyl-2-bicyclo[2.2.1]-heptyloxycarbonyl)propyl 2-norbornene-5-carboxylate

المردود 84.9%

المذيبات

methylene chloride

pyridine

ظروف التفاعل

المعالجة

1. 1
   أخرىwas synthesized
2. 2
   أخرىThe resulting oily substance was purified by silica gel column chromatography

الإجراء التجريبي

In 350 ml of methylene chloride was dissolved 74.4 g of 2-ethyl-2-bicyclo[2.2.1]heptyl 3-hydroxybutanoate (which was synthesized by reacting 2-ethyl-2-bicyclo[2.2.1]heptyl acetate with acetoaldehyde in the presence of lithium hexamethyldisilazide). Then 39.0 g of pyridine and a catalytic amount of 4-(N,N-dimethylamino)pyridine were added to the solution, which was stirred under ice cooling. To this reaction mixture below 10° C., 66.8 g of 2-norbornene-5-carboxylic chloride was added dropwise over one hour. After agitation was continued for 3 hours, the reaction solution was worked up in a conventional manner. The resulting oily substance was purified by silica gel column chromatography, obtaining 96.7 g of 2-(2-ethyl-2-bicyclo[2.2.1]-heptyloxycarbonyl)propyl 2-norbornene-5-carboxylate, designated Monomer 1. The yield was 84.9%.

المصدر