Hydrochloric Acid → HCID 42634360, compound

Participants

Reaction Steps

(3R)-3-[4-(4-Fluorophenyl)-piperazine-1-carbonyloxymethyl]-morpholine-4-carboxylic acid tert-butyl ester (5.07 g, 12.0 mmol) was stirred in dry dioxane (35 mL) at room temperature and HCl in dioxane (4M; 15 mL, 60 mmol) was added dropwise. The reaction mixture was stirred for 24 h at room temperature. A further portion of HCl in dioxane (4M; 10 mL, 40 mmol) was added and stirred overnight. The dioxane was decanted and the residual gum was washed with dioxane (×3) and Et2O (×2). The residue was partitioned between DCM (300 mL) and 1.2M aqueous NaHCO3. The aqueous layer was extracted with DCM (2×200 mL). The combined DCM extracts were dried (Na2SO4) and the solvent removed in vacuo. The residue was dissolved in DCM and dried in vacuo to give (3R)-morpholin-3-ylmethyl 4-(4-fluorophenyl)piperazine-1-carboxylate (3.87 g, quant.) as an off white solid.

Provenance & Evidence