Hydrochloric Acid → HCID 10220002, compound

HRID 359414Notes

Reaction equation

HRID 359414 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 6 N 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-3c064efc3e25442ba4fbae7ba7504a16
Source dataset
uspto-grants-1991_03
Patent number
US05001125

Reaction notes

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