Citric Acid → HCID 86617541, compound

Participants

Reaction Steps

A 10% aqueous solution of citric acid (11 ml, 5.6 mmol) was added to a solution of 1-(1,1-dimethylethyl) 5-ethyl N-[(1R,2R,5R)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylidene]-3-methylglutamate (2 g) in tetrahydrofuran (10 ml) and the mixture was stirred at room temperature for 4 days. The mixture was the evaporated and the residue suspended in water (50 ml) and washed with diethyl ether (100 ml). The aqueous phase was then adjusted to pH˜7 using aqueous sodium hydrogen carbonate solution and then extracted with diethyl ether (3×100 ml). The organic fractions were combined, dried over sodium sulphate, filtered and evaporated to give 1-(1,1-dimethylethyl) 5-ethyl 3-methylglutamate (1.1 g) as a yellow oil which was used in the next step without further purification.

Provenance & Evidence