Benzyl 2-(4-hydroxypiperidin-1-yl)acetate → 2-(4-Hydroxypiperidin-1-yl)acetic acid

HRID 58894Notes

Reaction equation

HRID 58894 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]([O:11]CC2C=CC=CC=2)=[O:10])[CH2:4][CH2:3]1>CO.[Pd]>[OH:1][CH:2]1[CH2:3][CH2:4][N:5]([CH2:8][C:9]([OH:11])=[O:10])[CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 21805034Benzyl 2-(4-hydroxypiperidin-1-yl)acetate

Product 1

HCID 112059272-(4-Hydroxypiperidin-1-yl)acetic acidYield 94.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of benzyl 2-(4-hydroxypiperidin-1-yl)acetate (1.0 g, 4.0 mmol) and Pd/C (0.1 g) in methanol (20 mL) was hydrogenated for 1 h at ambient temperature. The Pd/C was filtered off and the filtrate was concentrated to dryness to afford 2-(4-hydroxypiperidin-1-yl)acetic acid (0.6 g, 94% yield).

Workup

  1. filtrationThe Pd/C was filtered off
  2. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-0ee9a04ec4db4b5b8a636c014129ccd8
Source dataset
uspto-grants-2016_09
Patent number
US09434761B2

Reaction notes

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