Phenothiazine → Ethyl Acrylate

Participants

Reaction Steps

In a stirred reactor provided with superposed distillation column (100 cm, 0.5 cm Raschig rings) and condenser a mixture of 223 g of dimethylaminoethanol, 500 g of ethyl acrylate (H2O content=0.02% by weight), 20.3 g of catalyst from Example 3 and 0.01 g of phenothiazine was heated to boiling under atmospheric pressure while stirring. The reaction temperature rose from 105° C. to 130° C. during the reaction time (3.5 hours). A mixture of ethanol and ethyl acrylate was taken off at the top of the column. The reflux ratio was initially 1:1 and was increased after 3 hours to 5:1. 230 g of distillate were separated off. After the transesterification was complete, the reaction mixture was subjected to a simple vacuum distillation (25 mbar, final temperature of 120° C.). 475 g of distillate (349 g of dimethylaminoethyl acrylate, 126 g of ethyl acrylate) were obtained. The distillation residue, mainly catalyst, inhibitor and polymers, amounted to 28 g. According to analysis of the distillate by gas chromatography, a yield of 97.5%, based on the alcohol, was achieved.

Provenance & Evidence