Water → HCID 88140200, compound

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Reaction Steps

The above ester (2.22 g, 6.3 mmol) was dissolved in a mixture of ethanol (65 ml) and 12N sodium hydroxide (4.9 ml) and stirred at ambient temperature for 1 h. Water (20 ml) was added and the mixture extracted with diethyl ether (3×30 ml). The phases were separated and pH in the aqueous phase was adjusted to 5 with 2N hydrochloric acid. The aqueous phase was extracted with dichloromethane (2×40 ml) and the solvent was evaporated from the combined organic phases in vacuo. The residue was dissolved in toluene (25 ml), then methanol (0.17 ml) and chlorotrimethylsilane (0.52 ml) were added and the mixture left for crystallisation. This afforded 0.51 g of the title compound as a solid. M.p. 108.5°-109.9° C.

Provenance & Evidence