to the original organic phase and dried over magnesium sulfate.Next, 2-chlorocyclohexane (484 grams, 3.65 moles) was dissolved in ether and added dropwise to a stirred suspension of sodium methoxide (213 grams, 3.94 moles) in dry ether (1200 ml.). After complete addition, the mixture was stirred with refluxing for 2 hours and then cooled. Water was added to dissolve the salts and the two layers were separated. The aqueous layer was extracted twice with 100-ml. portions of ether, the combined extracts being washed with 5% hydrochloric acid, 5% bicarbonate, and saturated sodium chloride solution and then dried over magnesium sulfate. Distillation afforded 284 to 302 grams (61 to 65%) of ester, 75-77°/48 mm. (5).3-Hexyl-1,6-hexanediol and 3-"Oetyl"-1,6-hexanediol (4).3-Hexyl-1,6-hexanediol. /3-Hexyladipic acid (4) was reduced with lithium aluminohydride in ether according to standard procedure to give an 80% yield of glycol (b.p., 137-40°/0.4 mm.). Phosphorus tribromide in the usual manner afforded the 1,6-dibromide in 61% yield (b.p., 114-770.1 mm.).