Pyridine → Benzoxazole

Participants

Reaction Conditions

Reaction Steps

In a 2 L four-neck flask provided with a thermometer, a Dimroth condenser and an agitator, 64.8 g of 4,6-di(3,5-dimethyl-1-adamantyl)-1,3-bis(4-amino-3-hydroxyphenoxy)benzene (0.10 mol) obtained in Synthesis example 2 was dissolved in 800 g of dried N-methyl-2-pyrrolidone under nitrogen flow followed by the addition of 17.4 g of pyridine (0.22 mol). The mixture was heated to 60° C. and 31.6 g of 5,5′,7,7′-tetramethyl-1,1′-biadamantane-3,3′-dicarboxylic acid chloride (0.070 mol) was gradually added and then agitated at 60° C. for three hours. 7.57 g of 5-phenylethynyl-isophthalic acid chloride (0.025 mol) was gradually added with the inner temperature of the flask kept at 5° C. or below in an ice bath. Then, 2.10 g of benzoic acid chloride (0.015 mol) was added with the inner temperature of the flask kept at 5° C. or below. A reaction solution was added to 4 L of distilled water in small droplets followed by collecting and drying precipitate, thus obtaining a benzoxazole resin precursor.

Provenance & Evidence