HCID 22712056, compound → HCID 22712053, compound

HRID 352437Notes

Reaction equation

HRID 352437 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH2:19][CH2:20][OH:21])[CH2:15][CH2:16][CH2:17][OH:18])[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[OH:21][CH2:20][CH2:19][N:14]([CH2:15][CH2:16][CH2:17][OH:18])[CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 22712056HCID 22712056, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22712053HCID 22712053, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

13.3 g of 1-benzyl-4-[(2-hydroxy-ethyl)-(3-hydroxy-propyl)-amino]-piperidine are combined with 1.5 g of 10% palladium/charcoal in 150 ml of methanol and hydrogenated at ambient temperature for 18 hours under 5 bars of hydrogen. The catalyst is renewed after 8 and 15 hours. Then the catalyst is filtered off and the filtrate, the solvent, is eliminated in vacuo. 4-[(2-hydroxy-ethyl)-(3-hydroxy-propyl)-amino]-piperidine is obtained as an oil, which is used without further purification for the next reaction.

Workup

  1. customafter 8 and 15 hours
  2. filtrationThen the catalyst is filtered off

Sources & evidence

ORD record
ord-e4d9e291880c41188c2df2711d27f5af
Source dataset
uspto-grants-2004_06
Patent number
US06747044B2

Reaction notes

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