Phase transfer synthesis of nabumetone.docVIP

 PAGE \* MERGEFORMAT 8 Phase transfer synthesis of nabumetone [Abstract] The synthesis of nabumetone process. [Methods] to 6 - hydroxy -2 - naphthalene formaldehyde as raw material, into the ether, reduction, chlorination, condensation and hydrolysis reaction of target compounds were synthesized. [Results] product and Intermediate structures were confirmed by 1 H-NMR, IR, MS confirmed that the total yield of 50.4%. [Conclusion] The phase-transfer synthesis of nabumetone have the readily available reagents, methods of operation is simple and mild reaction conditions, low cost, etc. advantages. [Keywords:] chemistry, medicine; phase transfer catalyst; synthesis Nabumetone (Nabumetone, 1) is a British Beecham developed non-steroidal anti-inflammatory drugs, chemical name 4 - (6 - methoxy -2 - naphthyl) -2 - butanone [1]. This Goods belonging to one structure of the prodrug in the liver can be metabolized into 6 - methoxy -2 - naphthaleneacetic acid, with antipyretic, analgesic and anti-inflammatory and other effects, non-acid-based NSAIDs, non-active metabolite of Enterohepatic cycle, almost all excreted through the urine, gastrointestinal tract reaction is small, less side effects and well tolerated [2]. In recent years, study found that, NSAIDs may interfere with some anti-hypertensive drug effect, but it nabumetone there is no such effect, so is regarded as one of the safest NSAIDs [3]. nabumetone synthetic methods are: 1) to intermediate 3 with ethyl acetoacetate condensation reaction to Pd-C as a catalyst catalytic hydrogenation; 2) in AlCl 3 under the conditions for the existence of β -naphthyl ether and acrylonitrile role, and then with CH 3 Cl reaction of Grignard reagents by hydrolysis nabumetone [4 ~ 7]. The first catalytic synthesis route Pd-C hydrogenation required expensive and complex operation; second line of response requires the synthesis of anhydrous harsh conditions, and not conducive to industrial production. In this study, refer to litera