HCID 17772937, compound → Methyl 4-(4-(hydroxymethyl)phenyl)butanoate

HRID 1723964Notes

Reaction equation

HRID 1723964 reaction equation
[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][OH:15])=[CH:10][CH:9]=1)=O>CO.[Pd]>[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH2:5][CH2:6][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][OH:15])=[CH:12][CH:13]=1

Participants

4

Reactant 1

HCID 17772937HCID 17772937, compound

Product 1

HCID 42609020Methyl 4-(4-(hydroxymethyl)phenyl)butanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4-[4-(Hydroxymethyl)-phenyl]-4-oxo-butyric acid methyl ester (8 g, 36 mmol) is dissolved in methanol. Pd/C (0.8 g, 10% wt dry basis) is added. The flask is then sealed with a rubber septum and a balloon filled with H2 gas is applied to it. The heterogeneous mixture is then stirred for 4 hours after which the balloon and the stopper are removed and the hydrogen is allowed to escape. The reaction mixture is then filtered through a pad of diatomaceous earth (Celite®) and the filtrate so obtained is concentrated in vacuo to provide the desired product.

Workup

  1. customThe flask is then sealed with a rubber septum
  2. additiona balloon filled with H2 gas
  3. customthe stopper are removed
  4. filtrationThe reaction mixture is then filtered through a pad of diatomaceous earth (Celite®)
  5. customthe filtrate so obtained
  6. concentrationis concentrated in vacuo

Sources & evidence

ORD record
ord-ab084905f9194702bb0153fcabf793bc
Source dataset
uspto-grants-2009_02
Patent number
US07485283B2

Reaction notes

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