2-octoxypropan-1-ol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Then, 7.5 g of LiAlH4 was added to 250 ml of diethyl ether, followed by stirring for a little while. Then, a solution of 56 g of the above ester in 50 ml of diethyl ether was added dropwise in 2 hours at below 5° C. After the addition, the mixture was stirred at room temperature for 2 hours and allowed to stand for 15 hours. After the reaction, 30 ml of 5% hydrochloric acid was added, and 6N-hydrochloric acid was added to provide a pH of about 1, followed by extraction with ether. The product was washed with water, dried and subjected to removal of the solvent by distillation, followed by vacuum distillation to obtain 39.5 g of 2-octyloxypropanol as a fraction of 107° C./3 mmHg. After the addition the mixture was stirred at room temperature for 2 hours was added to provide a pH of about 1 followed by extraction with ether The product was washed with water dried subjected to removal of the solvent by distillation followed by vacuum distillation

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 53 g of dry pyridine and 22.2 g of 2-octyloxypropanol were added into a four-necked flask and cooled with NaCl-ice. 35.4 g of p-toluenesulfonic acid chloride was added little by little, and after the reaction was carried out for 4 hours, the mixture was left standing at room temperature for 18 hours. The reaction product was added into 500 g of ice-cooled 6% HCl aq. and the mixture was extracted with 500 ml of benzene and dried over anhydrous Na2SO4, followed by evaporation of benzene, to give 40 g of (2'-octyloxypropyl) p-toluenesulfonate as an oily product. the mixture was left standing at room temperature for 18 hours the mixture was extracted with 500 ml of benzene dried over anhydrous Na2SO4 followed by evaporation of benzene

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 53 g of dry pyridine and 22.2 g of 2-octyloxypropanol were added into a four-necked flask and cooled with NaCl-ice. 35.4 g of p-toluenesulfonic acid chloride was added little by little, and after the reaction was carried out for 4 hours, the mixture was left standing at room temperature for 18 hours. The reaction product was added into 500 g of ice-cooled 6% HCl aq. and the mixture was extracted with 500 ml of benzene and dried over anhydrous Na2SO4, followed by evaporation of benzene, to give 40 g of (2'-octyloxypropyl) p-toluenesulfonate as an oily product. the mixture was left standing at room temperature for 18 hours the mixture was extracted with 500 ml of benzene dried over anhydrous Na2SO4 followed by evaporation of benzene