Hydrochloric Acid → HCID 20306486, compound

HRID 1732450Notes

Reaction equation

HRID 1732450 reaction equation
[CH3:1][S:2][CH:3]([C:8]1[CH:13]=[CH:12][C:11]([N:14]([CH3:16])[CH3:15])=[CH:10][CH:9]=1)[C:4]([O:6]C)=[O:5].[OH-].[Na+].Cl>CO>[CH3:1][S:2][CH:3]([C:8]1[CH:13]=[CH:12][C:11]([N:14]([CH3:15])[CH3:16])=[CH:10][CH:9]=1)[C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20306504HCID 20306504, compound

Product 1

HCID 20306486HCID 20306486, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

Methyl α-methylthio(p-dimethylaminophenyl)acetate (1.215 g) was dissolved in 20 ml of methanol, and 30 ml of a 10% aqueous solution of sodium hydroxide was added. The mixture was stirred at 70° C. for 14 hours. The mixture was acidified to a pH of 5 with conc. hydrochloric acid, and continuously extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure to afford 0.951 g of α-methylthio(p-dimethylaminophenyl)acetic acid in a yield of 83%.

Workup

  1. extractioncontinuously extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-db09a94caa934b35a177a7c0c289207f
Source dataset
uspto-grants-1980_12
Patent number
US04237298

Reaction notes

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