HCID 21708419, compound → HCID 21708421, compound

HRID 651413Notes

Reaction equation

HRID 651413 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[S:13][CH:12](C(OC)=O)[C:11](=[O:18])[CH2:10][S:9]2)=[CH:4][CH:3]=1>S(=O)(=O)(O)O>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[S:9][CH2:10][C:11](=[O:18])[CH2:12][S:13]2)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 21708419HCID 21708419, compound

Product 1

HCID 21708421HCID 21708421, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

131 g of methyl 2-(4-methylphenyl)-1,3-dithia-cyclohexan-5-one-4-carboxylate (0.464 mol) were heated under reflux with 350 ml of 2N sulfuric acid for 6 hours, with intensive stirring. After cooling, the mixture was decanted and the residue was taken up in ethyl acetate. The organic phase was washed with bicarbonate solution and water, dried and concentrated. For further purification, the solid residue was suspended in diisopropyl ether and filtered off with suction. This gave 62.7 g of yellow crystals (60.2% of theory), melting point: 112-113° C.

Workup

  1. temperatureAfter cooling
  2. customthe mixture was decanted
  3. washThe organic phase was washed with bicarbonate solution and water
  4. customdried
  5. concentrationconcentrated
  6. customFor further purification
  7. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-85a33390e1f24d5c841d7d25fa700f35
Source dataset
uspto-grants-2001_08
Patent number
US06281221B1

Reaction notes

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