反応 #2443

反応方程式

potassium carbonate

2-butyl-4-iodoimidazole-5-carboxaldehyde

methyl 4-bromomethylnaphthalene-1-carboxylate

water

→

solid

収率 85.0%

Methyl 4-[(2-n-Butyl-5-formyl-4-iodo-1H-imidazol-5-yl)methyl]-1-napthalene carboxylate

収率 85.0%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他the solid which separated
2. 2
   ろ過was collected by filtration
3. 3
   洗浄washed with water
4. 4
   その他triturated several times with 250 ml of boiling methanol

実験手順

A suspension of 29.53 g (0.214 mol) of powdered potassium carbonate, 60.00 g (0.214 mol) of 2-butyl-4-iodoimidazole-5-carboxaldehyde, and 65.68 g (0.235 mol) of methyl 4-bromomethylnaphthalene-1-carboxylate (E. A. Dixon, A. Fischer, and F. P. Robinson, Can. J. Chem. 59, 2629 (1981)) in 600 ml of dimethylformamide was stirred for 5 hours under argon at 70° C. An additional 6.56 g (0.0235 mol) of the bromomethyl ester was added and the suspension was stirred an additional 15 hours at 70° C. The mixture was poured into water and the solid which separated was collected by filtration, washed with water, and triturated several times with 250 ml of boiling methanol to give 86.8 g (85%) of a solid; mp 177.5°-179° C.

出典