HCID 22218187, compound → 143224-95-7

HRID 843615Notes

Reaction equation

HRID 843615 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 h 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.

Workup

  1. customThe reaction vessel was sealed
  2. customflushed five times with nitrogen
  3. temperatureThe pressure was maintained at 50 psig for 16 h
  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-2e3474566db34feba7349fee6d99088c
Source dataset
uspto-grants-2002_04
Patent number
US06380188B1

Reaction notes

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