Phenyl chloroformate → HCID 68024116, compound

Participants

Reaction Conditions

Reaction Steps

Preparation 2: Using a procedure similar to that described in Preparation 1 above, the reaction mixture from Step 4 above is cooled to about 10° C. and treated drop-wise with phenyl chloroformate (5.2 mL, 41.3 mmol). The reaction mixture is stirred at 20-25° C. for 2-18 hours, extracted with EtOAc, and the organic extract washed with 3N aqueous HCl. The combined organic phases are distilled to remove EtOAc and DME. The resultant solution is treated with heptane (30 mL), cooled to about 5° C., seeded with 5 (obtained from Preparation 1 immediately above), and held at about 5° C. for 3 hours. The resultant solids are collected by filtration, washed with heptane, and dried under vacuum at 25° C. for 18 hours to provide 5 as an off-white solid. Yield: 14.61 g, 78.3%; 97.2% purity by weight. Melting point: 129-131° C. LC-MS: 507.6/509.6 (95%, 100%); [M−H2O]+; calculated exact mass for M−H2O: 507.1.

Provenance & Evidence