Potassium Hydroxide → HCID 17867028, compound

Participants

Reaction Steps

18.32 g (58 mM) of the phenol obtained in Example 11(a) are treated with benzyl bromide under the conditions described in Example 5(a). After the same treatment, followed by chromatography on silica in the hexane/ether (90/10) eluent, there are isolated 15.26 g (59.6%) of methyl 3-(1-adamantyl)-4-benzyloxy-5-methoxybenzoate. 15.22 g (37.5 mM) of this ester in 150 ml of methanol are treated with 6.3 g of potassium hydroxide and are heated at reflux overnight. After the same treatment as in Example1(d), there are isolated 13.7 g (93.2%) of the expected derivative, of melting point 229° C.

Provenance & Evidence