benzyl 4-(N,N-diethylamino)butanoate → Butyric acid, 4-(diethylamino)-

HRID 266128Notes

Reaction equation

HRID 266128 reaction equation
[CH2:1]([N:3]([CH2:6][CH2:7][CH2:8][C:9]([O:11]CC1C=CC=CC=1)=[O:10])[CH2:4][CH3:5])[CH3:2]>[C].[Pd].C(O)C>[CH2:1]([N:3]([CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH2:4][CH3:5])[CH3:2]

Participants

4

Reactant 1

HCID 19032368benzyl 4-(N,N-diethylamino)butanoate

Product 1

HCID 44844Butyric acid, 4-(diethylamino)-Yield 75.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of benzyl 4-(N,N-diethylamino)butanoate (33.8 g), palladium-carbon (5%, 7 g) and ethanol (500 ml) was subjected to catalytic hydrogenation at room temperature and 1 atm. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give 4-(N,N-diethylamino)butanoic acid (16.2 g, 75%). mp. 45°-47° C.

Workup

  1. customwas subjected to catalytic hydrogenation at room temperature
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-202be315fad54cc1b36e00ad8c2182b2
Source dataset
uspto-grants-1997_07
Patent number
US05650410

Reaction notes

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