Hydrochloric Acid → HCID 12819460, compound

HRID 1733645Notes

Reaction equation

HRID 1733645 reaction equation
CO.[CH3:3][S:4][C:5]([C:11]1[S:12][C:13]([C:16](OC)([O:23]C)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:14][CH:15]=1)([CH3:10])[C:6]([O:8][CH3:9])=[O:7].Cl>O>[CH3:3][S:4][C:5]([C:11]1[S:12][C:13]([C:16](=[O:23])[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[CH:14][CH:15]=1)([CH3:10])[C:6]([O:8][CH3:9])=[O:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 12917670HCID 12917670, compound

Product 1

HCID 12819460HCID 12819460, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Methanol (5 ml) and 1 ml of water were added to 887 mg of methyl α-methylthio-α-[5-(α,α-dimethoxybenzyl)-2-thienyl]propionate, and 0.2 ml of conc. hydrochloric acid was added. The mixture was heated under reflux for 1 hour. After cooling, the mixture was concentrated under reduced pressure. The residue was chromatographed on a silica gel column using benzene as an eluent to afford 754 mg of methyl α-methylthio-α-(5-benzoyl-2-thienyl)propionate as an oil in a yield of 97%.

Workup

  1. additionwas added
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 1 hour
  4. temperatureAfter cooling
  5. concentrationthe mixture was concentrated under reduced pressure
  6. customThe residue was chromatographed on a silica gel column

Sources & evidence

ORD record
ord-4e09c2fb9a694cfc8d836263faab6c49
Source dataset
uspto-grants-1980_12
Patent number
US04242519

Reaction notes

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