Hydrochloric Acid → 4-[4-(Trifluoromethyl)phenyl]-1,2,3,6-tetrahydropyridine--hydrogen chloride (1/1)

HRID 1578404Notes

Reaction equation

HRID 1578404 reaction equation
O[C:2]1([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[ClH:18]>C(O)(=O)C>[ClH:18].[F:17][C:14]([F:15])([F:16])[C:11]1[CH:10]=[CH:9][C:8]([C:2]2[CH2:7][CH2:6][NH:5][CH2:4][CH:3]=2)=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 152926054-[4-(Trifluoromethyl)phenyl]piperidin-4-ol

Product 1

HCID 215599794-[4-(Trifluoromethyl)phenyl]-1,2,3,6-tetrahydropyridine--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 4.9 g. of 4-hydroxy-4-(α,α,α-trifluoro-p-tolyl)piperidine in 33 ml. of 37% hydrochloric acid solution and 66 ml. of acetic acid is stirred at reflux temperature for 18 hours. The solution is evaporated and the residue is triturated with acetone to give white crystals, m.p. 213°-215°C.

Workup

  1. temperatureat reflux temperature for 18 hours
  2. customThe solution is evaporated
  3. customthe residue is triturated with acetone
  4. customto give white crystals, m.p. 213°-215°C.

Sources & evidence

ORD record
ord-068c949a34d34ae9b9099735320623a3
Source dataset
uspto-grants-1976_02
Patent number
US03936464

Reaction notes

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