29419-96-3

Basic information

• Product Name: erythro-Methylphenidate hydrochloride
• CAS NO: 29419-96-3
• Molecular Weight: 269.771
• Mol File: 29419-96-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: erythro-Methylphenidate hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: erythro-Methylphenidate hydrochloride(29419-96-3)
• EPA Substance Registry System: erythro-Methylphenidate hydrochloride(29419-96-3)

Safety Data

• Hazardous Substances Data: 29419-96-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 1076192-92-1 2-phenyl-2-(piperidin-2-yl)acetic acid 
• 1076192-92-1 threo-ritalinic acid 
• 103-80-0 phenylacetyl chloride 
• 81929-14-8 N-(2,2,2-trichloroethylidene)prop-2-en-1-amine 
• 2629-91-6 7-phenyl-1-aza-bicyclo[4.2.0]octan-8-one 
• 113-45-1 dl-threo-methylphenidate 
• 113-45-1 methyl (R*)-2-phenyl-2-((S*)-piperidin-2-yl)acetate 

Downstream Products

• 252979-89-8 l-threo-methylphenidate / dibenzoyl L-tartaric acid 
• 113-45-1 dl-threo-methylphenidate 
• 1076192-92-1 2-phenyl-2-(piperidin-2-yl)acetic acid 

Relevant articles and documents

A stereoselective synthesis of dl-threo-methylphenidate: Preparation and biological evaluation of novel analogues

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IMPROVEMENTS IN OR RELATING TO ORGANIC MATERIAL

The invention provides a method for the preparation of an intermediate for use in synthesizing a lower alkyl phenidate compound of formula (I), wherein each R1 independently represents an optionally substituted aryl, heteroaryl, alkyl, cycloalkyl, alkoxy, aryloxy, acyl, carboxyl, hydroxyl, halogen, amino, nitro, sulfo or sulfhydryl group, R2 represents a hydrogen atom or a lower alkyl group, n represents an integer from 1 to 5 and m represents an integer from 1 to 3 or a pharmaceutically acceptable salt thereof; which method comprises the steps of: (a) flowing a tosylhydrazone compound of formula (IV), wherein R1, n and m are as defined above in relation to the methylphenidate of formula (I), an organic base and an organic solvent into a fluidic network; and (b) reacting the tosylhydrazone compound of formula (IV) and the base in the fluidic network under thermal and/or photochemical conditions to form a transient diazoamide compound of formula (V), wherein R1, n and m are as defined above in relation to the methylphenidate of formula (I).

LOW-TEMPERATURE SYNTHESIS OF METHYLPHENIDATE HYDROCHLORIDE

The present invention describes a process for the preparation of methylphenidate hydrochloride. The process involves the esterification of ritalinic acid and methanol in the presence of an acid catalyst at a low temperature. The process may optionally involve the addition of an orthoester.