Cesium carbonate → HCID 68679427, compound

Participants

Reaction Conditions

Reaction Steps

Add methyl 4-bromobutyrate (54.4 mL, 0.437 mol) to a mixture of 2-tert-butoxycarbonylamino-4-chloro-benzoic acid methyl ester (96.15 g, 0.337 mol) and Cs2CO3 (274.10 g, 0.841 mol) in DMF (1.3 L). Heat the suspension at 55° C. overnight. Remove DMF under vacuum. Dilute the organics with ethyl acetate (1.5 L) and water (1.5 L). Separate the organic layer and extract the aqueous with ethyl acetate (2×0.5 L). Combine the organics and wash with half saturated potassium bicarbonate (1 L), water (2×0.5 L) and brine (0.5 L). Dry the organics over sodium sulfate, filter, and remove solvent under vacuum. This provides the title compound as a yellow oil crude (141.8 g):

Provenance & Evidence