1-(Benzyloxy)piperidin-2-imine hydrochloride → 2-Iminopiperidin-1-ol hydrochloride

HRID 2219039Notes

Reaction equation

HRID 2219039 reaction equation
[ClH:1].C([O:9][N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C:11]1=[NH:16])C1C=CC=CC=1>CO.[Pd]>[ClH:1].[NH:16]=[C:11]1[CH2:12][CH2:13][CH2:14][CH2:15][N:10]1[OH:9]

Participants

4

Reactant 1

HCID 671477991-(Benzyloxy)piperidin-2-imine hydrochloride

Product 1

HCID 671477972-Iminopiperidin-1-ol hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-(benzyloxy)piperidin-2-imine hydrochloride in methanol, containing palladium on charcoal (10%, w/w) was stirred under hydrogen at atmospheric pressure for 3 h. The catalyst was filtered off and the solution was concentrated to dryness under reduced pressure. The residue was triturated with diethyl ether, filtered and dried under high vacuum to afford 2-iminopiperidin-1-ol hydrochloride as a pale yellow solid.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe solution was concentrated to dryness under reduced pressure
  3. customThe residue was triturated with diethyl ether
  4. filtrationfiltered
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-80677eccae634f429a090c5d2dfbfbeb
Source dataset
uspto-grants-2008_08
Patent number
US07414045B2

Reaction notes

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