Sulfuryl chloride → HCID 14576911, compound

HRID 1904630Notes

Reaction equation

HRID 1904630 reaction equation
[C:1]1([N:7]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:11][CH2:10][CH2:9][C:8]2=[O:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:21].S(Cl)(Cl)(=O)=O>C(Cl)(Cl)Cl>[Cl:21][C:4]1[CH:5]=[CH:6][C:1]([N:7]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:11][CH2:10][CH2:9][C:8]2=[O:19])=[CH:2][CH:3]=1

Participants

5

Reactant 3

HCID 24648Sulfuryl chlorideHCID 24819Phosphorus pentachlorideHCID 14576896HCID 14576896, compound

Product 1

HCID 14576911HCID 14576911, compoundYield 73.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To 0.25 g of 1,6-diphenyl-2-piperidone were added 0.30 g of phosphorus pentachloride, 0.5 ml of sulfuryl chloride and 5 ml of chloroform, and the mixture was refluxed for 1.5 hours. The reaction mixture was concentrated under reduced pressure, made alkaline with an aqueous sodium hydrogen carbonate solution, and extracted with 30 ml of ethyl acetate. The ethyl acetate extract was washed with water, dried, and concentrated to give 0.21 g of 1-(4-chlorophenyl)-6-phenyl-2-piperidone.

Workup

  1. temperaturethe mixture was refluxed for 1.5 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. extractionextracted with 30 ml of ethyl acetate
  4. extractionThe ethyl acetate extract
  5. washwas washed with water
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-1abbdd5f82694f328a063be73a50d27e
Source dataset
uspto-grants-1989_06
Patent number
US04839360

Reaction notes

Loading…