560132-18-5

Basic information

• Product Name: Phenyl-piperidin-(2Z)-ylidene-acetic acid methyl ester
• Synonyms: Phenyl-piperidin-(2Z)-ylidene-acetic acid methyl ester
• CAS NO: 560132-18-5
• Molecular Weight: 231.294
• Mol File: 560132-18-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Phenyl-piperidin-(2Z)-ylidene-acetic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phenyl-piperidin-(2Z)-ylidene-acetic acid methyl ester(560132-18-5)
• EPA Substance Registry System: Phenyl-piperidin-(2Z)-ylidene-acetic acid methyl ester(560132-18-5)

Safety Data

• Hazardous Substances Data: 560132-18-5(Hazardous Substances Data)

Upstream product

• 13070-01-4 piperidine-2-thione 
• 37167-62-7 bromo-phenyl-acetic acid methyl ester 

Downstream Products

• 113-45-1 methyl (R*)-2-phenyl-2-((S*)-piperidin-2-yl)acetate 
• 113-45-1 dl-threo-methylphenidate 

Relevant articles and documents

A concise and stereoselective synthesis of (+/-)-erythro-methylphenidate

A concise and stereoselective synthesis of racemic erythro-methylphenidate (1) is described. The coupling reaction between piperidine-2-thione (3) and 2-bromo-2-phenylmethylacetate (4) afforded the β-enaminocarbonyl compound 2 in 60% yield by a modified Eschenmoser sulfide contraction reaction. In most cases the bicyclic thiazolidinone 5 was produced. Diastereoselective reduction of 2 in the presence of borohydrydes furnished the (+/-)-erythro-methylphenidate in good yields with dr >95%.