Hydrochloric Acid → 4-(Phenoxymethyl)piperidine--hydrogen chloride (1/1)

HRID 1389236Notes

Reaction equation

HRID 1389236 reaction equation
[O:1]([CH2:8][C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:15]>[Pt]=O.CO>[ClH:15].[O:1]([CH2:8][CH:9]1[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 12472531HCID 12472531, compound

Product 1

HCID 441449484-(Phenoxymethyl)piperidine--hydrogen chloride (1/1)Yield 53%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

A mixture of 18.5 g (0.1 mole) of 4-phenoxymethylpyridine, 250 ml of methanol, 250 ml of 3 N methanolic hydrogen chloride solution and 2 g of platinum oxide is shaken at ambient temperature under a hydrogen pressure of 1 atmosphere absolute. After the take up of the calculated amount of hydrogen, the catalyst is filtered off, the filtrate is evaporated in a vacuum and the residue is recrystallized from ethanol. There are obtained 12.0 g of 4-phenoxymethylpiperidine hydrochloride (53% of theory); m.p. 218°-219° C. The free base is obtained by treating the hydrochloride with an aqueous solution of sodium hydroxide.

Workup

  1. filtrationAfter the take up of the calculated amount of hydrogen, the catalyst is filtered off
  2. customthe filtrate is evaporated in a vacuum
  3. customthe residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-f4fc3fe9d3f941be8b38728abf96677f
Source dataset
uspto-grants-1981_01
Patent number
US04243807

Reaction notes

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