Triethylamine → HCID 22273746, compound

Participants

Reaction Steps

To a solution of 0.3 g (1.47 mmol) of (±)-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one-7-carboxylic acid in 5 mL of CH2Cl2 were added, at 0° C., 0.27 mL (3.69 mmol) of SOCl2 and the solution was warmed at 50° C. for 20 min. The solvent and the excess SOCl2 were removed in vacuo and the resulting residue was redissolved in 5 mL of CH2Cl2. 0.24 g (1.47 mmol) of 4-phenylpiperidine and 0.2 mL (1.47 mmol) of triethylamine dissolved in 5 mL of CH2Cl2 were added at room temperature to this solution; the stirring was continued overnight, then the solvent was removed in vacuo and the residue was taken up in AcOEt; the organic phase was washed successively with 10% NaOH, 10% HCl and water, the solvent was removed in vacuo yielding 0.49 g of the title compound as an oil which was used without further purification.

Provenance & Evidence