Phenol, p-(1-cyclohexen-1-yl)- → alpha-[p-(1-Cyclohexenyl)-phenoxy]-decanoic acid ethyl ester

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Reaction Steps

To a solution of 1.6g of sodium in 100 ml of absolute ethanol, 10 g of p-(1-cyclohexenyl)-phenol in a small amount of absolute ethanol are added at room temperature under anhydrous conditions and with stirring. 10 g of α-bromo-decanoic acid ethyl ester are then added dropwise and the reaction mixture is stirred up for 24 hours at 50° C. The ethanol is subsequently stripped off in vacuo and the residue is partitioned between water and ice-cold N-sodium hydroxide solution. The organic phase is washed until neutral, dried over sodium sulphate and concentrated in vacuo. The residue yields the crude α-[p-(1-cyclohexenyl)-phenoxy]-decanoic acid ethyl ester of the formula ##STR21## in the form of an oil.

Provenance & Evidence