293729-65-4

Basic information

• Product Name: 5,5-bis-(4-fluoro-phenyl)-tetrahydro-furan-2-ol
• Synonyms: 5,5-bis-(4-fluoro-phenyl)-tetrahydro-furan-2-ol
• CAS NO: 293729-65-4
• Molecular Weight: 276.283
• Mol File: 293729-65-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5,5-bis-(4-fluoro-phenyl)-tetrahydro-furan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-bis-(4-fluoro-phenyl)-tetrahydro-furan-2-ol(293729-65-4)
• EPA Substance Registry System: 5,5-bis-(4-fluoro-phenyl)-tetrahydro-furan-2-ol(293729-65-4)

Safety Data

• Hazardous Substances Data: 293729-65-4(Hazardous Substances Data)

Upstream product

• 201230-82-2 carbon monoxide 
• 99734-06-2 α,α-bis(4-fluorophenyl)allyl alcohol 
• 345-92-6 4,4'-Difluorobenzophenone 
• 357-77-7 1,1-bis(4-fluorophenyl)prop-2-yn-1-ol 

Downstream Products

• 1841-19-6 fluspirilene 
• 50337-85-4 4,4-bis(4-fluorophenyl)butan-1-ol 
• 57668-61-8 4,4'-(4-bromobutane-1,1-diyl)bis(fluorobenzene) 
• 26864-56-2 penfluridol 
• 337506-83-9 1,1-bis(4-fluorophenyl)butane-1,4-diol 

Relevant articles and documents

Rhodium catalyzed hydroformylation of 1,1-bis(p-fluorophenyl)allyl or propargyl alcohol: A key step in the synthesis of Fluspirilen and Penfluridol

Fluspirilen (1) and Penfluridol (2), two neuroleptic agents, belong to a wide class of pharmaceuticals that contain in their molecules a 4,4-bis(p-fluorophenyl)butyl group bound to a nitrogen atom of a pyrrolidine, piperidine or piperazine moiety. A key intermediate for the synthesis of compounds 1 and 2,4,4-bis(p-fluorophenyl)butylbromide (15), has been prepared starting from commercially available 4,4′-difluorobenzophenone (7) following a preparative route involving the rhodium catalyzed hydroformylation in toluene or in the biphasic system toluene/water or cyclohexane/water of 1,1-bis(p-fluorophenyl)-2-propenol (8) and/or 1,1-bis(p-fluorophenyl)-2-propynol (12). Fluspirilen and Penfluridol were obtained in 70-80% yield by reaction of bromide 15 with 1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one (16) and 4-[4-chloro-3-(trifluoromethyl)phenyl]-4-piperidinol (17), respectively. The overall yields of the two pharmaceuticals 1 and 2, based on starting ketone 7, were about 35-40%.