Citric Acid → HCID 58670131, compound

Participants

Reaction Steps

A solution of 1J (2.1 g, 3.82 mmol) in THF (30 mL) and H2O (30 mL) at RT was added citric acid (5 g). The reaction was stirred at RT for 1 h. After this time, no starting material was detected by LC-MS. The reaction mixture was extracted with Et2O (3×90 mL). The organic layers were combined and washed with 0.5 N citric acid (2×60 mL). The combined aqueous layers were basified to pH 8 by using 1 N NaOH (dropwise), and then extracted with Et2O (3×90 mL). The combined Et2O extracts were dried (Na2SO4), filtered and concentrated to give the title compound as a oil (1.24 g, 84%). LC/MS (method A): retention time=2.94 min, (M+H)+=386.

Provenance & Evidence