Benzyl chloroformate → HCID 67255662, compound

Participants

Reaction Steps

To a stirred solution of [5-Methyl-2-(1,2,3,4-tetrahydro-quinolin-3-ylmethoxy)-phenyl]-carbamic acid tert-butyl ester. To a stirred solution of 2-N-Boc-amino-4-methylphenol (129 mg, 0.35 mmol) in CH2Cl2 (1.5 mL) at 0° C. under nitrogen was added DIEA (61 μL, 0.35 mmol) followed by benzyl chloroformate (50 μL, 0.35 mmol) and DMAP (4 mg, 0.035 mmol). After 24 hours, the reaction was diluted to 30 mL with CH2Cl2 and washed (2×30 mL) with 2N HCl and (2×30 mL) with saturated NaHCO3. The organics were dried (MgSO4), filtered and concentrated to a brown oil, which appeared to be a mixture of product and starting material.

Provenance & Evidence