Dicyclohexylcarbodiimide → HCID 67200982, compound

Participants

Reaction Steps

A solution of DCC (3.60 g, 17.5 mmol) in 10 ml of CH2Cl2 was added to an ice-cold solution of 4-vinylbenzoic acid (2.35 g, 15.9 mmol), DMAP (1.55 g, 12.7 mmol) and 3-hydroxy-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone (4.00 g, 19.1 mmol) in 30 ml of CH2Cl2. The reaction mixture was stirred at room temperature for 5 days. The precipitate was filtered off and the filtrate taken up in CH2Cl2, washed twice with 10% aqueous HCl, saturated aqueous Na2CO3 and saturated aqueous NaCl. The organic phases were dried over Na2SO4 and concentrated. Flash-chromatography over SiO2 (heptane/ether 9:1) gave 4.02 g of the desired compound (yield: 74%).

Provenance & Evidence