HCID 22218187, compound → 143224-95-7

HRID 1883565Notes

Reaction equation

HRID 1883565 reaction equation
[CH3:1][S:2]([CH2:5][C:6](=[CH2:10])[C:7]([OH:9])=[O:8])(=[O:4])=[O:3]>CO.[Pd]>[CH3:10][CH:6]([CH2:5][S:2]([CH3:1])(=[O:4])=[O:3])[C:7]([OH:9])=[O:8]

Participants

4

Reactant 1

HCID 22218187HCID 22218187, compound

Product 1

HCID 22142344143224-95-7Yield 96.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-(methylsulfonylmethyl) acrylic acid (700 mg, 4.26 mmol) in 20 mL of methanol was charged into a Fisher-Porter bottle along with 10% palladium on carbon catalyst under a nitrogen atmosphere. The reaction vessel was sealed and flushed five times with nitrogen and then five times with hydrogen. The pressure was maintained at 50 psig for 16 hours and then the hydrogen was replaced with nitrogen and the solution filtered through a pad of celite to remove the catalyst and the filterate concentrated in vacuo to give 682 mg 96% of 2-(R,S)-methyl-3-methylsulfonyl propionic acid; formula:

Workup

  1. customThe reaction vessel was sealed
  2. customflushed five times with nitrogen
  3. temperatureThe pressure was maintained at 50 psig for 16 hours
  4. filtrationthe solution filtered through a pad of celite
  5. customto remove the catalyst
  6. concentrationthe filterate concentrated in vacuo

Sources & evidence

ORD record
ord-896ec56c2dc94b56a3ddb9f7692db2ad
Source dataset
uspto-grants-2004_07
Patent number
US06762187B2

Reaction notes

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