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| PATENT EXAMPLES |
300 grams of p-hydroxybenzoic acid was dissolved in 900 ml of a warm 2 to 1 mixture of water and acetone and allowed to crystallize at room temperature overnight. In a one liter three neck flask equipped with a mechanical stirrer, a condenser, and a dropping funnel was placed a solution of 138 grams of p-hydroxybenzoic acid and 80 grams of sodium hydroxide in 400 ml of water. Through the funnel, 102 grams of 1,3-dibromopropane was added over a period of 1.5 hours, while the contents of the flask were stirred and kept at reflux temperature. The mixture was refluxed for 3.5 hours followed by the addition of 20 grams of sodium hydroxide which was then refluxed again for 2 hrs. The fine powdery, white precipitate of the disodium salt was isolated by filtration and washed with 200 ml of methanol. The precipitate was dissolved in 1 liter of distilled water and extracted with 200 ml of ether to remove traces of the dibromide using a paper filter. The solution was then acidified using 6N sulphuric acid to a pH less than 2. The diacid was isolated by filtration and after freezing for 2 hrs was dried for 3 days using a lyophilizer yielding 120 grams. The diacid, carboxyphenoxypropane (CPP) was purified by placing 50 grams in 200 ml of analytical acetone and allowing it to swirl in solution overnight to remove unreacted p-hydroxybenzoic acid |
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