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H, 9.1. 2-{2,6-Diisopropylphenoxy)ethyl chloride. A solution of 53.5 g. (0.3 mole) of 2,6-diisopropylphenol in 300 ml. of toluene was added dropwise to a stirred suspension of 7.1 g. (0.3 mole) of sodium hydride in 150 ml. of toluene. The mixture was then stirred at reflux for one hour. To this thick suspension was added in five portions 70.7 g. (0.31 mole) of ß-chloroethyl-p-toluenesulfonate. After refluxing overnight, the reaction mixture was treated while hot with 25 ml. of 20% sodium hydroxide, and when cool, with 200 ml. of water. The toluene layer was separated, dried, and distilled.A fraction boiling at 130-140°at 8 mm. appeared to be essentially the desired product: 18.7 g. (26% yield) was obtained, n1 2¿ 1.5070. A considerable amount of DIP was recovered as forerun.

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