Hydrochloric Acid → 80067-61-4

HRID 2163145Notes

Reaction equation

HRID 2163145 reaction equation
C1(C[N:8]2[CH2:13][CH2:12][C@@H:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C@H:10]([OH:20])[CH2:9]2)C=CC=CC=1.Cl>C(O)C.[Pd]>[C:14]1([C@@H:11]2[CH2:12][CH2:13][NH:8][CH2:9][C@H:10]2[OH:20])[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 70609635HCID 70609635, compound

Product 1

HCID 1667192280067-61-4

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of trans-1-phenylmethyl-4-phenyl-3-piperidinol (11.00 g, 51.5 mmoles, described in Example 11) in anhydrous ethanol (150 ml) containing concentrated hydrochloric acid (5 ml) is hydrogenated over 10% palladium on charcoal under 50 p.s.i. at 50° C. for 8 hours. The catalyst is removed by filtration over diatomaceous earth and the filtrate is evaporated. The residue is triturated with isopropanol and crystallized from methanol-ether to give the title compound, isolated as the hydrochloride salt, mp 233°-235° C.

Workup

  1. customThe catalyst is removed by filtration over diatomaceous earth
  2. customthe filtrate is evaporated
  3. customThe residue is triturated with isopropanol
  4. customcrystallized from methanol-ether

Sources & evidence

ORD record
ord-f1206566489d475c8a05c0126b1383c0
Source dataset
uspto-grants-1979_01
Patent number
US04132710

Reaction notes

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