Hydrochloric Acid → HCID 10220002, compound

HRID 486442Notes

Reaction equation

HRID 486442 reaction equation
Cl.[F:2][C:3]1[CH:4]=[C:5]([C:9]2(O)[CH2:14][CH2:13][CH2:12][NH:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.Cl>>[F:2][C:3]1[CH:4]=[C:5]([C:9]2[CH2:10][NH:11][CH2:12][CH2:13][CH:14]=2)[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 19095595HCID 19095595, compound

Product 1

HCID 10220002HCID 10220002, compoundYield 96%

Procedure

A mixture of 3 parts of 3-(3-fluorophenyl)-3-piperidinol hydrochloride and 100 parts of a hydrochloric acid solution 6N was stirred and refluxed for 3 hours. The reaction mixture was evaporated. The residue was taken up in water and ammonium hydroxide. The product was extracted with trichloromethane. The extract was washed with water, dried, filtered and evaporated, yielding 2.2 parts (96%) of 5-(3-fluorophenyl)-1,2,3,6-tetrahydropyridine as a residue (intermediate 85).

Workup

  1. temperaturerefluxed for 3 hours
  2. customThe reaction mixture was evaporated
  3. extractionThe product was extracted with trichloromethane
  4. washThe extract was washed with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-cd1c09204c74455980591448092765f7
Source dataset
uspto-grants-1994_03
Patent number
US05292738

Reaction notes

Loading…