Diethyl Ether → HCID 21290722, compound

Participants

Reaction Steps

A mixture of 4.9 g (25 mmol) of 5-chlorothiophene N-hydroxycarboximidoyl chloride and 4.54 g (27 mmol) of methyl 2-propynyloxy-2-methylpropionate in 180 ml of dry diethyl ether was treated with a solution of 2.53 g (25 mmol) of triethylamine in 20 ml of dry diethyl ether while stirring under nitrogen. After 3 days at 20° C. the mixture was filtered and the filtrate was evaporated to give 6.6 g of crude methyl 2-[[3-(5-chlorothien-2-yl)-5-isoxazolyl]methoxy]-2-methylpropionate in the form of an oil. 6.3 g of this oil, without further purification, were hydrolyzed in a manner analogous to that described in Example 12 to yield, after crystallization from ethyl acetate/hexane 2.1 g (28%) of 2-[[3-(5-chlorothien-2-yl)-5-isoxazolyl]methoxy]-2-methylpropionic acid of melting point 128°-130° C.

Provenance & Evidence