Diethyl Ether → HCID 57426006, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of cyclohexyl methyl ketone (10.4 g, 82.4 mmol) in DMF (90 ml) at rt, was added 60% NaH (3.96 g, 98.9 mmol). The mixture was stirred 45 min, cooled to 0° C., diethyl oxalate (13.4 ml, 98.9 mmol) was added and the temperature allowed to warm and stay at rt for 3 h. The reaction mixture was poured into Et2O, extracted with H2O (3×), and the aqueous phase was acidified with conc. HCl and extracted with EtOAc (3×). The organic extracts were washed with brine, dried (Na2SO4), and concentrated to afford 17.45 g (94%) of 9.1. MS (ESI) 225.2 (MH+).

Provenance & Evidence