Benzyl 3-(4-acetamidopiperidin-1-yl)propanoate → 3-(4-Acetamidopiperidin-1-yl)propanoic acid

HRID 889180Notes

Reaction equation

HRID 889180 reaction equation
[C:1]([NH:4][CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][CH2:12][C:13]([O:15]CC2C=CC=CC=2)=[O:14])[CH2:7][CH2:6]1)(=[O:3])[CH3:2]>CO.[Pd]>[C:1]([NH:4][CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH2:7][CH2:6]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 66760069Benzyl 3-(4-acetamidopiperidin-1-yl)propanoate

Product 1

HCID 667603673-(4-Acetamidopiperidin-1-yl)propanoic acidYield 93.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of benzyl 3-(4-acetamidopiperidin-1-yl)propanoate (3.81 g, 12.5 mmol) and Pd/C (10%, 0.20 g) in methanol (100 mL) was stirred under hydrogen atmosphere overnight. The solid was filtered and the filtrate was evaporated to give 3-(4-acetamidopiperidin-1-yl)propanoic acid (2.50 g). LCMS (+ESI) 215 (M+1).

Workup

  1. filtrationThe solid was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-81e61f3a18304cb2896bac7ffc8f53fd
Source dataset
uspto-grants-2012_08
Patent number
US08252793B2

Reaction notes

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