Phosgene → HCID 22614049, compound

Participants

Reaction Steps

To 4-(aminomethyl)benzoic acid, benzyl ester, hydrochloride salt, prepared as in Example 5, step C (288 mg, 1.04 mmol) at 0° C. was added saturated aqueous NaHCO3 (15 ml) and dichloromethane (20 ml). After 20 minutes stirring was ceased and the two layers were allowed to separate. Phosgene (20% solution in toluene, 1.1 ml, 2.18 mmol) was added rapidly to the lower layer and stirring resumed immediately. After 1 hour the organic layer was isolated. The aqueous layer was extracted with dichloromethane (3×20 ml). The four organic layers were combined, dried (Na2SO4) and concentrated in vacuo to give the title compound (261 mg, 94%) as an oil.

Provenance & Evidence