Hydrochloric Acid → HCID 70607311, compound

HRID 1448492Notes

Reaction equation

HRID 1448492 reaction equation
[C:1]1([CH:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH:17]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[OH:18])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:32].CC(=O)CC>C(O)(C)C>[OH2:18].[ClH:32].[C:26]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH:16]=[CH:17][C:19]3[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=3)[CH2:12][CH2:13]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[C:1]1([CH:7]([CH:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH:16]=[CH:17][C:19]3[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=3)[CH2:12][CH2:13]2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1.[ClH:32]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6569Methyl Ethyl KetoneHCID 19937446HCID 19937446, compound

Product 1

HCID 70607311HCID 70607311, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 24 g (0.057 mole) of 4-(diphenylmethyl)-α-(p-fluorophenyl)-1-piperidinebutanol, 500 ml of 37% HCl, 100 ml of butanone and 200 ml of isopropyl alcohol was heated to reflux under an atmosphere of nitrogen for 18 hours. The solvent and excess acid were removed under vacuum and the residue was dissolved in toluene. Ether was added to the toluene solution, and an oily precipitate formed. The toluene and ether were decanted, and the precipitate was recrystallized from ethyl acetate to give the desired product, M.P. 143°-148° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux under an atmosphere of nitrogen for 18 hours
  3. customThe solvent and excess acid were removed under vacuum
  4. dissolutionthe residue was dissolved in toluene
  5. additionEther was added to the toluene solution
  6. customan oily precipitate formed
  7. customThe toluene and ether were decanted
  8. customthe precipitate was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-a0f47b74a90e4411aa0af16a4036d3aa
Source dataset
uspto-grants-1979_12
Patent number
US04180583

Reaction notes

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