2- methyl-2-propyl-l,3-propanediol

A cooled 10% solution of 1 mol of phosgene in toluene was added with stirring to a cooled solution of 1 mol of 2-methyl-2-propyl-l,3-propanediol and 2 mols of dimethylaniline also dissolved in toluene, at such a rate that the temperature of the mixture was maintained at about 25°C. The mixture was allowed to remain at this temperature for several hours, then cooled and extracted with cold 5% hydrochloric acid solution to remove the dimethylaniline. The toluene layer was dried using a suitable drying agent and the 2-methyl-2-propyl-3-hydroxypropyl chlorocarbonate used in subsequent reactions in the form of its solution in anhydrous toluene. 

Chemical Name 2-Methyl-2-propyl-l,3-propanediol dicarbamate Common Name Procalmadiol Procalmidol Structural Formula ... 

Diethylmethyl propylmalonate is reacted with LiAIH4, then H2S04to give 2-methyl-2-propyl-l,3-propanediol. That is reacted with phosgene in toluene to give the chlorocarbonate which is in turn reacted with butylamine to give N-butyl-2-methyl-2-propyl-3-hydroxy-propyl carbamate. 

Methyl-2-propyl-l, 3-propanediol dicarbamate 1, 3-Propanediol, 2-methyl-2-propyl-, dicarbamate 2-Methyl-2-propyl-trimethylene dicarbamate B.P., U.S.P, Eur. P, Int. P., Ind. P. 

Methyl-2-propyl-l, 3-propanediol carbamate isopropylcarbamate N-Iso-propylmeprobamate. Carisoma (Pharmax, U.K.) Rella (Schering-Plough)... 

Synthesis CH, 1 H5C2OOC—C—CH2CH2CH3 COOC2H5 Diethyl methylpropyl-malonate Ether LiAlH4 CH3 1 HOCH2—C>-CH2CH2CH3 CH20H 2-Methyl-2-propyl-l, 3-propanediol ... 

Methyl-2-propyl-l, 3-propanediol is prepared by reacting diethyl methylpropyl malonate in ether in the presence of lithium aluminium hydride and then treated with dilute sulphuric acid. This on treatment with phosgene in toluene by means of dimethylaniline yields 2-methyl-2-propyl-3 -hydroxypropyl chlorocarbonate, which on reaction with n-butylamine forms 2-methyl-2-propyl-3-hydroxypropyl butylcarbamate. The resulting product on treatment with ethyl urethane in the presence of aluminium isopropoxide in boiling xylene yields ethanol during transesterification which is removed from the reaction mixture simultaneously and tybamate is obtained. 

Methyl-l,2-pentanediol 3.3- Dimethyl-l,2-butanediol 4.4- Dimethyl-l,2-pentanediol 4- Methyl-l,2-hexanediol 5- Methyl-l,2-hexanediol 2-Methyl-2-propyl-l,3-propanediol 2-Ethyl-2-butyl-l,3-propanediol 2-Butyl-2-methyl-l,3-propanediol 2-Butyl-2-ethyl-l,3-propanediol 2,2-Dibutyl-l,3-propanediol... 

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