Triethylamine → HCID 16074372, compound

Participants

Reaction Steps

19.86 g (86 mmol) of 2-(N,N-diethylaminocarbonyloxymethyl)piperazine dihydrochloride prepared in accordance with step 2.2 of Example 2 are dissolved in 400 ml of CH2Cl2 and 42 ml (3.5 equivalents) of triethylamine in a 1 liter ground-necked conical flask on which is fitted an addition funnel, and which is immersed in an ice bath. A solution containing 19.83 g (86 mmol) of 3,4,5-trimethoxybenzoyl chloride in 200 ml of CH2Cl2 is added dropwise to the solution thus obtained. The reaction is monitored by thin-layer chromatography, using a CH2Cl2/MeOH/NH4OH mixture (80/20/0.5 v/v/v) as eluent, until the starting amine has disappeared. The solution is then washed with saturated NaHCO3 solution and then with water until a neutral pH is obtained. The organic phase is then dried (MgSO4), filtered and evaporated and the residue obtained is chromatographed on a column of silica gel with an MeOH/CH2Cl2 mixture (1/99 v/v) as eluent. 18.75 g of 4-(3′,4′,5′-trimethoxybenzoyl)-2-(N,N-diethylaminocarbonyloxymethyl)piperazine are thus obtained in the form of a viscous oil. Yield: 53.33%.

Provenance & Evidence