Methanol → HCID 12917678, compound

HRID 1733641Notes

Reaction equation

HRID 1733641 reaction equation
CO.[CH3:3][S:4][C:5]([C:11]1[S:12][CH:13]=[CH:14][CH:15]=1)([CH3:10])[C:6]([O:8]C)=[O:7].[OH-].[Na+]>O>[CH3:3][S:4][C:5]([C:11]1[S:12][CH:13]=[CH:14][CH:15]=1)([CH3:10])[C:6]([OH:8])=[O:7]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 12917669HCID 12917669, compound

Product 1

HCID 12917678HCID 12917678, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Methanol (6 ml) and 4 ml of water were added to 1.08 g of methyl α-methylthio-α-(2-thienyl)propionate, and 500 mg of sodium hydroxide was added. The mixture was heated under reflux for 1 hour. Water (20 ml) was added, and the mixture was extracted with 10 ml of diethyl ether. The aqueous layer was adjusted to pH 1 with conc. hydrochloric acid, and extracted three times with 20 ml of diethyl ether. The organic layer was washed with 10 ml of water, and dried over anhydrous sodium sulfate. Evaporation of the solvent under reduced pressure afforded 1.00 g of α-methylthio-α-(2-thienyl)propionic acid as colorless crystals in a yield of 99%.

Workup

  1. additionwas added
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 1 hour
  4. extractionthe mixture was extracted with 10 ml of diethyl ether
  5. extractionextracted three times with 20 ml of diethyl ether
  6. washThe organic layer was washed with 10 ml of water
  7. dry with materialdried over anhydrous sodium sulfate
  8. customEvaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-da928fe01da74b3db5aa43f0d4343b3a
Source dataset
uspto-grants-1980_12
Patent number
US04242519

Reaction notes

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