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(E)-Ethyl 3-(Tetrahydro-2H-Pyran-4-Yl)Acrylate(WXC02732) synthesis

3synthesis methods
-

Yield:-

Reaction Conditions:

with magnesium in tetrahydrofuran;

Steps:

8 Preparation of ethyl 1-(4-tetrahydropyranyl)eth-1-ene-2 -carboxylate

Example 8 Preparation of ethyl 1-(4-tetrahydropyranyl)eth-1-ene-2 -carboxylate 9.6 g (400 mmol) of magnesium turnings are covered with tetrahydrofuran, about 2 ml of bromomethane are added, and the mixture is warmed to reflux. 38.45 g (300 mmol) of 4-chlorotetrahydropyran, dissolved in 100 ml of tetrahydrofuran, are added dropwise. The mixture is subsequently stirred for a further 30 minutes and cooled to 10° C., 42.9 g (300 mmol) of ethyl 1-(dimethylamino)eth-1-ene-2-carboxylate are added dropwise, and the mixture is stirred for a further 12 hours. Customary work-up gives 31.4 g (60%) of ethyl 1-(4-tetrahydropyranyl)eth-1-ene-2-carboxylate of boiling point 120° to 140° C./10 mmHg.

References:

US5221753,1993,A