Chloroform → 3,3-dichloro-2-piperidinone

HRID 491936Notes

Reaction equation

HRID 491936 reaction equation
[C:1]1(=[O:7])[NH:6][CH2:5][CH2:4][CH2:3]C1.P(Cl)(Cl)(Cl)(Cl)Cl.[CH:14]([Cl:17])(Cl)[Cl:15]>>[Cl:15][C:14]1([Cl:17])[CH2:3][CH2:4][CH2:5][NH:6][C:1]1=[O:7]

Participants

4

Reactant 3

HCID 6212ChloroformHCID 126652-PiperidoneHCID 24819Phosphorus pentachloride

Product 1

HCID 3225653,3-dichloro-2-piperidinone

Procedure

Part A. To valerolactam (5.6 g, 55 mmol) in CHCl3 was added PCl5 (34.6 g, 166 mmol) and the reaction was heated to reflux 24 h. The reaction was cooled, quenched with H2O, extracted with CHCl3 and dried (MgSO4) to afford crude 3,3-dichloro-2-piperidinone.

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux 24 h
  3. temperatureThe reaction was cooled
  4. customquenched with H2O
  5. extractionextracted with CHCl3
  6. dry with materialdried (MgSO4)

Sources & evidence

ORD record
ord-a960fbde0eb244ba93763997a714a031
Source dataset
uspto-grants-2009_05
Patent number
US07531535B2

Reaction notes

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