Hydrochloric Acid → 4-(Hydroxymethyl)-4-piperidinol hydrochloride

HRID 1187720Notes

Reaction equation

HRID 1187720 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([CH2:15][OH:16])([OH:14])[CH2:10][CH2:9]1)C1C=CC=CC=1.[ClH:17]>C(O)C.[C].[Pd]>[ClH:17].[OH:16][CH2:15][C:11]1([OH:14])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 140253361-Benzyl-4-(hydroxymethyl)piperidin-4-ol

Product 1

HCID 227444724-(Hydroxymethyl)-4-piperidinol hydrochloride

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

500 mg of 1-benzyl-4-(hydroxymethyl)piperidin-4-ol (synthesized according to the method described in J. Med. Chem., 1988, 486-491) was dissolved in 10 ml of ethanol, 300 mg of 10% palladium carbon and 0.38 ml of concentrated hydrochloric acid were added thereto, and the mixture was subjected to hydrogenation at room temperature overnight. The reaction mixture was filtrated to remove precipitates, the precipitates were wasted with ethanol and water, and the filtrate was concentrated under reduced pressure. The obtained residue was turned into powder by adding diethylether to obtain 374 mg of the objective compound as white powder.

Workup

  1. filtrationThe reaction mixture was filtrated
  2. customto remove
  3. customprecipitates
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. additionby adding diethylether

Sources & evidence

ORD record
ord-38e92f8f9477422088bf4d90ce765c79
Source dataset
uspto-grants-2014_03
Patent number
US08673891B2

Reaction notes

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