6-phenoxyhexan-1-ol

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: To a chilled (-2° C.) mixture of 9.7 g of 6-(phenoxy)-1-hexanol in 250 ml of dichloromethane containing 11.1 g of triethylamine is added 6.95 g of methanesulfonyl chloride. The product is isolated as described in Example 2 to give the product as an oil. To a chilled The product is isolated

Conditions: temp:110.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 10.3 g of phenol in 25 ml of hexamethylphosphoramide is added 4.2 g of 57% sodium hydride in oil. After hydrogen evolution ceases, 13.6 g of 6-chlorohexan-1-ol in 25 ml of hexamethylphosphoramide is added and the mixture heated at 110° C. for 16 hours. The solution is cooled, diluted with water and extracted with ether. The ether extracts are washed with sodium hydroxide solution, dried (magnesium sulfate) and the solvent removed under vacuum to give white crystals, mp 69°-74° C. The solution is cooled extracted with ether The ether extracts are washed with sodium hydroxide solution dried (magnesium sulfate) the solvent removed under vacuum to give white crystals, mp 69°-74° C.