Sulfuric Acid → HCID 90729371, compound

Participants

Reaction Conditions

Reaction Steps

Preparation based on patent WO 03/045896: 50 g of (S)—Naproxen are mixed with 196 g of 1,4-butanediol and the stirred mixture to is heated at 80° C. 0.42 g of sulfuric acid are added and the resulting mixture is stirred at 80° C. for 6.5 hours. After cooling at 50° C., toluene (33 g), water (35 g) and hexane (67 g) are added and the resulting two phase-system is stirred for 30 min. After phase separation, toluene (25 g) and hexane (25 g) are added to the aqueous layer at 50° C. The two phase system is stirred for 15 min. After phase separation, the aqueous layer is again extracted twice with toluene (25 g) and hexane (25 g). Toluene (130 g) and 0.2 M aqueous potassium carbonate (149 g) are added to the aqueous layer at 50° C. and the resulting two phase system is stirred for 30 min before phase separation. Water (150 g) is added to the organic layer and the resulting two phase system is stirred for 15 min before phase separation. This extraction is repeated again, with 150 g of water. The organic phase is evaporated under vacuum to get an oily residue. The HPLC purify of the product is 99%.

Provenance & Evidence