1-Benzyl-4-(1,3-dihydroxyprop-2-ylamino)-piperidine → 4-(1,3-Dihydroxyprop-2-ylamino)-piperidine

HRID 352432Notes

Reaction equation

HRID 352432 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH:15]([CH2:18][OH:19])[CH2:16][OH:17])[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[OH:19][CH2:18][CH:15]([NH:14][CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[CH2:16][OH:17]

Participants

5

Reactant 2

HCID 227120471-Benzyl-4-(1,3-dihydroxyprop-2-ylamino)-piperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 112060654-(1,3-Dihydroxyprop-2-ylamino)-piperidineYield 99.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

34.5 g of 1-benzyl-4-(1,3-dihydroxyprop-2-ylamino)-piperidine are dissolved in 400 ml of methanol, combined with 3.4 g of 20% palladium/charcoal and hydrogenated with hydrogen at 24-28° C. at 2.2 bar. Then the catalyst is filtered off and the solvent is eliminated in vacuo. 22.7 g of 4-(1,3-dihydroxyprop-2-ylamino)-piperidine are obtained as an oil which is used without further purification for the next reaction.

Workup

  1. filtrationThen the catalyst is filtered off

Sources & evidence

ORD record
ord-3390e956e4e64e2d8602b913a3d6a717
Source dataset
uspto-grants-2004_06
Patent number
US06747044B2

Reaction notes

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