2-Methyl-6-nitrobenzoic anhydride → HCID 86653394, compound

Participants

Reaction Steps

To a solution of MNBA (303.7 mg, 0.882 mmol) and DMAP (215.6 mg, 1.76 mmol) in CH2Cl2 (135 mL) was added dropwise a solution of the acid 8 (787 mg, 0.731 mmol) in CH2Cl2 (550 mL) over 3 h, and the mixture was then stirred for 16 h; the mixture was subsequently concentrated in vacuo to furnish a brown solid. Purification by column chromatography on silica (eluant 0:1-1:99-2:98-3:97 MeOH/CH2Cl2) gave 9 (430.2 mg, 0.407 mmol, 56%) as a white solid. The diastereoisomers were separable by flash column chromatography, though were used as a mixture for the subsequent reaction.

Provenance & Evidence