Hydrochloric Acid → HCID 70607076, compound

HRID 1448497Notes

Reaction equation

HRID 1448497 reaction equation
[ClH:1].[C:2]([C:6]1[CH:11]=[CH:10][C:9]([CH:12](O)[CH2:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([C:22](O)([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:18][CH2:17]2)=[CH:8][CH:7]=1)([CH3:5])([CH3:4])[CH3:3].Cl>CC(=O)CC>[ClH:1].[C:2]([C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][CH2:14][CH2:15][N:16]2[CH2:17][CH2:18][C:19](=[C:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH2:20][CH2:21]2)=[CH:8][CH:7]=1)([CH3:5])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20380011HCID 20380011, compound

Product 1

HCID 70607076HCID 70607076, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 63.4 g (0.134 mole) of α-(p-tert-butylphenyl)-4-(α-hydroxy-α-phenylbenzyl)-1-piperidinebutanol hydrochloride, 400 ml of 37% HCl, and 250 ml of butanone was refluxed under a nitrogen atmosphene for 17 hours. The solvent and excess acid were removed under vacuum. The mixture was extracted into toluene, and a precipitate formed upon addition of ether. After cooling, the precipitate was collected by filtration, washed with ether and recrystallized from ethyl acetate to give the desired product, M.P. 224°-231° C.

Workup

  1. temperaturewas refluxed under a nitrogen atmosphene for 17 hours
  2. customThe solvent and excess acid were removed under vacuum
  3. extractionThe mixture was extracted into toluene
  4. customa precipitate formed upon addition of ether
  5. temperatureAfter cooling
  6. filtrationthe precipitate was collected by filtration
  7. washwashed with ether
  8. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-7ab1913a00084fa0a8949ecbd565d719
Source dataset
uspto-grants-1979_12
Patent number
US04180583

Reaction notes

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