469905-08-6

Basic information

• Product Name: 2-(4-methoxy-phenyl)-1-oxa-spiro[2.5]octane-2-carbonitrile
• Synonyms: 2-(4-methoxy-phenyl)-1-oxa-spiro[2.5]octane-2-carbonitrile
• CAS NO: 469905-08-6
• Molecular Weight: 243.305
• Mol File: 469905-08-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxy-phenyl)-1-oxa-spiro[2.5]octane-2-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxy-phenyl)-1-oxa-spiro[2.5]octane-2-carbonitrile(469905-08-6)
• EPA Substance Registry System: 2-(4-methoxy-phenyl)-1-oxa-spiro[2.5]octane-2-carbonitrile(469905-08-6)

Safety Data

• Hazardous Substances Data: 469905-08-6(Hazardous Substances Data)

Upstream product

• 7469-81-0 (1-bromo-cyclohexyl)-(4-methoxy-phenyl)-ketone 
• 773837-37-9 sodium cyanide 
• 80526-53-0 2-cyclohexylidene-2-(4-methoxyphenyl)acetonitrile 

Downstream Products

• 93413-77-5 N,N-didesmethylvenlafaxine 

Relevant articles and documents

Novel intermediate and processes for its preparation and conversion into a pharmacologically-active agent

Processes for the preparation of Venlafaxine (IX) via the novel epoxy-nitrile intermediate (I), which when subjected to hydrogenation forms compound (X), and may subsequently be reduced to yield the desired product (IX). The epoxy-nitrile intermediate (I) itself may be synthesised via various alternative reaction strategies, from a range of starting materials. E.g. 4-methoxy-benzaldehyde (VI), upon treatment with cyclohexyl magnesium bromide yields compound (V). This in turn may be oxidised to yield compound (III), which forms compound (II) on treatment with an (x-keto-halogenation agent. Cyanation of compound (II), then yields the desired epoxy nitrile intermediate (I), from which Venlafaxine (IX) may be synthesised.