Reaction #6287

Reaction equation

4-hydroxymethyl-2-methoxy-2-phenyl-1,3-dioxolane

triethylamine

acryloyl chloride

→

4-acryloyloxymethyl-2-methoxy-2-phenyl-1,3-dioxolane

Solvents

methylene chloride

Conditions

Workup

1. 1
   OtherThe crude product was purified by column chromatography over basic alumina

Procedure

The procedure of Example A was repeated, employing 21 grams (100 mmol.) of 4-hydroxymethyl-2-methoxy-2-phenyl-1,3-dioxolane, 25.3 grams (250 mmol.) of triethylamine, 9.5 grams (105 mmol.) of acryloyl chloride and 150 ml. of methylene chloride. The crude product was purified by column chromatography over basic alumina, using 15% (by volume) ethyl acetate in hexane as an eluant, to yield the desired 4-acryloyloxymethyl-2-methoxy-2-phenyl-1,3-dioxolane.

Source