78815-69-7

Basic information

• Product Name: 4-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-2-(phenylmethyl)-, ethyl ester
• CAS NO: 78815-69-7
• Molecular Formula: C16H21NO2
• Molecular Weight: 259.348
• Mol File: 78815-69-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-2-(phenylmethyl)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-2-(phenylmethyl)-, ethyl ester(78815-69-7)
• EPA Substance Registry System: 4-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-2-(phenylmethyl)-, ethyl ester(78815-69-7)

Safety Data

• Hazardous Substances Data: 78815-69-7(Hazardous Substances Data)

Upstream product

• 78815-68-6 1-benzyl-4-ethoxycarbonyl-1,2,3,6-tetrahydro-1-methylpyridinium bromide 
• 10129-59-6 1-methyl-4-ethoxycarbonylpyridinium iodide 
• 40175-06-2 ethyl 1-methyl-1,2,5,6-tetrahydropyridine-4-carboxylate 

Downstream Products

• 78815-71-1 4-benzyl-4-ethoxycarbonyl-1-methylpiperidine 
• 78815-70-0 cis-2-benzyl-4-ethoxycarbonyl-1-methylpiperidine 
• 78815-79-9 N-methyl-1-phenylspiro-1-ol 

Relevant articles and documents

Bridged-ring Nitrogen Compounds. Part 8. The Chemistry of the 2,6-Methano-3-benzazonine Ring System.

The previously described route to 1,2,3,4,5,6-hexahydro-3-methyl-2,6-methano-3-benzazonin-7-one (1a) has been fully investigated with particular reference to the Stevens rearrangement of N-benzyl-4-ethoxycarbonyl-1,2,3,6-tetrahydro-1-methylpyridinium bromide which leads to two basic products.The major product on reduction gives cis-2-benzyl-4-ethoxycarbonyl-1-methylpiperidine.Alternative routes to the latter were unsuccessful.The ketone (1a) was converted to several other 2,6-methano-1H-3-benzazonine derivatives of interest as potential analgesics. 2-Benzyl-4-ethoxycarbonyl-1-methylpiperidines give with methyllithium tertiary alcohols which cyclise (PPA) yielding 6,7-benzomorphans.