HCID 23033740, compound → 3-(hydroxymethyl)-1-methylpyrrolidin-2-one

HRID 2099982Notes

Reaction equation

HRID 2099982 reaction equation
C([O:8][CH2:9][CH:10]1[CH2:14][CH2:13][N:12]([CH3:15])[C:11]1=[O:16])C1C=CC=CC=1>CO.[C].[Pd]>[OH:8][CH2:9][CH:10]1[CH2:14][CH2:13][N:12]([CH3:15])[C:11]1=[O:16]

Participants

4

Reactant 1

HCID 23033740HCID 23033740, compound

Product 1

HCID 5358743-(hydroxymethyl)-1-methylpyrrolidin-2-oneYield 64%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

3-[(Benzyloxy)methyl]-1-methylpyrrolidin-2-one (4.14 g, 18.88 mmol) was dissolved in methanol (20 ml), followed by addition of 10% hydrous palladium carbon (1.04 g) and the mixture was stirred at room temperature for 2 hours under hydrogen atmosphere. Palladium carbon was filtered off, and then the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate/methanol: 10/1) to give the title compound (1.55 g, 64%) as a colorless oily matter.

Workup

  1. filtrationPalladium carbon was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (eluent: ethyl acetate/methanol: 10/1)

Sources & evidence

ORD record
ord-04817e424a2740e2a926f577e4329c66
Source dataset
uspto-grants-2009_08
Patent number
US07569570B2

Reaction notes

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