Phenylacetyl chloride → HCID 23302083, compound

Participants

Reaction Steps

Cool a solution of 5,14-bis[(phenyl)methyl]-1,5,14,18-tetraazaoctadecane (2.2 g, 5 mmol) and triethylamine (2 g, 20 mmol) in chloroform (100 mL) in an ice bath. Add a solution of phenylacetyl chloride (2.3 g, 15 mmol) in chloroform (10 mL) dropwise. Allow the reaction to warm to room temperature and stir for 18 hours. Rinse the reaction with aqueous sodium bicarbonate, dry the organic layer over anhydrous magnesium sulfate, filter and concentrate under vacuum. Purify the residue by flash chromatography (ethyl acetate, silica gel) to provide 1,18-bis[[(phenyl)methyl]carbonyl]-5,14-bis-[(phenyl)methyl]-1,5,14,18-tetraazaoctadecane (3 g) as a thick oil.

Provenance & Evidence