Methane → Benzoic Acid

Participants

Reaction Steps

Alternatively to a solution of 5.0 g of the compound prepared in Example 4 in 100 mL of water was added 2.2 g of sodium benzoate. The mixture was heated on a steam bath until homogeneous. Charcoal (approximately 2 g) was added and this mixture was filtered through Celite® washing with 20 mL of water. Crystallization began immediately. After cooling for 2 h, the solids were collected and washed with water. After drying the solids for 3 days in a vacuum oven at 50° C., 3.9 g (67%) was collected. 1H NMR confirmed the salt as a 1:1 ratio of benzoic acid and methyl (2R,3R)-2-{3-[amino(imino)methyl]benzyl}-3-{[4-(1-oxidopyridin-4-yl)benzoyl]amino}butanoate.

Provenance & Evidence