Manufacturing Process
A solution of 32 g (0.30 mol) phosgene in 200 ml benzene is added dropwise at 30°C to a stirred solution of 53.5 g (0.32 mol) 3-o-toloxy-1,2-propanediol in 400 ml benzene. The mixture is stirred for an hour after the addition is completed, and a solution of 39 g of dimethylaniline in 100 ml benzene is then added, and stirring continued for a half-hour. Ice water (about one-third volume) is then added, and the benzene layer formed is separated and stirred with 500 mi concentrated ammonia at 5°C for six hours. The precipitated solid (weighing about 55 g) is recovered and recrystallized from water. The product thus obtained in a yield of about 53 g is 3-(o-toloxy)-2-hydroxypropyl carbamate: it is a crystalline solid melting at about 93°C, and having a lower water-solubility and higher oil-solubility than 3-o-toloxy-1,2-propanediol.
