Hydrochloric Acid → HCID 54290234, compound

Participants

Reaction Conditions

Reaction Steps

To prepare a desired anionic biodegradable detergent, 4-hydroxymethylcyclohexene which is prepared according to the method set forth in Example I above is treated in a similar manner by alkylating said substituted cyclohexene with 1-tridecene utilizing a catalyst comprising di-t-butyl peroxide and a promoter comprising concentrated hydrochloric acid in an autoclave under 30 atmospheres of nitrogen and a reaction temperature in the range of from 130° to 140° C. for a period of 1 hour. The n-tridecyl hydroxymethylcyclohexene which is prepared according to this method, after recovery from the reaction mixture, is alkoxylated by treatment with 3 moles of propylene oxide per mole of substituted cyclohexene, the alkoxylation step being effected in an autoclave in the presence of a catalytic amount of sodium carbonate, the autoclave being heated to a temperature of 50° C. and being maintained thereat for a period of 4 hours. Upon completion of the 4-hour period, the autoclave is allowed to return to room temperature, the excess pressure is discharged and the n-tridecyl hydroxypolypropoxymethylcyclohexene is recovered. This product is then placed in an autoclave provided with cooling means and a molar excess of sulfur trioxide is charged thereto. Upon completion of the addition of the sulfur trioxide, the mixture is again stirred for an additional period of 1 hour and neutralized by the addition of a sodium hydroxide solution, the addition of the sodium hydroxide accompanied by stirring and cooling of the reaction mixture during a 1 hour period. Upon completion of the addition of the sodium hydroxide and after an additional period of 1 hour during which the reaction mixture is continuously stirred, the desired product comprising the sodium sulfate ester of n-tridecyl hydroxypolypropoxymethylcyclohexene is separated and recovered.

Provenance & Evidence