Ethanol → HCID 70485863, compound

Participants

Reaction Steps

To a stirred suspension of the title product of Example 7 (5.0 g, 15.9 mmole) in 130 ml of acetonitrile was added 13.8 ml (ca. 16 mmole) of 12% phosgene in toluene. After 18 hours 25 ml absolute ethanol was added, and the mixture was stirred for one hour. Volatiles were removed in vacuo and the residue was dissolved in water. After adjusting to pH 10 with dilute sodium hydroxide, the solution was extracted with two portions of diethyl ether, and the combined organic layers were washed with water, dried over magnesium sulfate, filtered, and concentrated in vacuo. The solid that crystallized during the concentration was triturated with diethyl ether and collected by filtration to give 2.2 g of the title compound as the hemihydrate. Structure assignment was supported by nmr and infrared spectra and by elemental analysis.

Provenance & Evidence