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Hydrochloric Acid → HCID 3642305, compound

HRID 1733648
Notes
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Reaction equation

HRID 1733648 reaction equation
CO.O.Cl.CS[C:7]([C:13]1[CH:18]=[CH:17][C:16]([C:19](OC)([O:25]C)[C:20]2[S:21][CH:22]=[CH:23][CH:24]=2)=[CH:15][CH:14]=1)([CH3:12])[C:8]([O:10][CH3:11])=[O:9]>C(Cl)Cl>[S:21]1[CH:22]=[CH:23][CH:24]=[C:20]1[C:19]([C:16]1[CH:17]=[CH:18][C:13]([CH:7]([CH3:12])[C:8]([O:10][CH3:11])=[O:9])=[CH:14][CH:15]=1)=[O:25]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 962WaterHCID 12917658HCID 12917658, compound

Product 1

HCID 3642305HCID 3642305, compoundYield 105.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methanol (4 ml), 1 ml of water, and 0.2 ml of conc. hydrochloric acid were added to 405 mg of methyl α-methylthio-α-[p-[dimethoxy(2-thienyl)methyl]phenyl]propionate, and the resulting mixture was heated under reflux for 30 minutes. After the mixture was cooled and shaken with 50 ml of methylene chloride, the organic layer was separated, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to afford 320 mg of methyl α-[p-(2-thienylcarbonyl)phenyl]propionate as a colorless oil in a yield of 90%.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. temperatureAfter the mixture was cooled
  4. customthe organic layer was separated
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7479374c02a844e68ecd706c6fc6b289
Source dataset
uspto-grants-1980_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04242519

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes