反应详情

温度

-60 °C

To a solution of 28.8 g. (0.25 mol) of N,N,N',N'-tetramethylethylenediamine and 17.6 g. (0.19 mol) of 1-vinylimidazole in 300 ml. of anhydrous tetrahydrofuran, 14 ml. (0.25 mol) of 20% butyllithium in n-hexane were added drop-wise with stirring at -60° C., and under a nitrogen atmosphere over the course of one hour. Stirring was continued for 2 hours under the same conditions, after which a solution of 48 g. (0.20 mol) of 2-tert.-butylbenzophenone in 300 ml. of anhydrous tetrahydrofuran was added drop-wise. The reaction mixture was stirred for 3.5 hours, after which the cooling means was removed and stirring was continued overnight under the nitrogen atmosphere. The lithium complex obtained was then decomposed with 15 ml. of water and a large excess of solid carbon dioxide. The precipitate was filtered off, the filtrate was dried over sodium sulphate and the solvent was distilled off. The solid residue was twice crystallised from ethyl acetate to which a small amount of ethanol had been added. α-(o-tert.-Butylphenyl)-α-phenyl-1-vinylimidazole-2-methanol was obtained. Melting point 152°-153° C.

1. customover the course of one hour
2. stirringStirring
3. stirringThe reaction mixture was stirred for 3.5 hours
4. customafter which the cooling means was removed
5. stirringstirring
6. waitwas continued overnight under the nitrogen atmosphere
7. customThe lithium complex obtained
8. filtrationThe precipitate was filtered off
9. dry with materialthe filtrate was dried over sodium sulphate
10. distillationthe solvent was distilled off
11. customThe solid residue was twice crystallised from ethyl acetate to which a small amount of ethanol
12. additionhad been added