Dicyclohexylcarbodiimide → HCID 10637965, compound

Participants

Reaction Steps

A solution of 6.49 g (39.0 mmol) 2-acetylbenzoic acid, 3.81 g (31.2 mmol) DMAP and 12.32 g (80.0 mmol) geraniol in 60 ml dichloromethane was cooled in an ice bath before adding a solution of 8.84 g (42.9 mmol) DCC in 40 ml dichloromethane for 5 min. The reaction mixture was maintained with stirring at 40° for 75 h. The precipitate formed during the reaction was filtered and the filtrate washed with HCl (10%, 2×) and with a saturated Na2CO3 solution (2×). The organic phase was dried (Na2SO4) and concentrated. The excess geraniol was distilled, and the residue chromatographed (SiO2, 9:1 toluene/ethyl acetate) to give 9.08 g (78%) of the desired compound in the form of a slightly yellow oil.

Provenance & Evidence