Thionyl Chloride → HCID 15224690, compound

HRID 1741773Notes

Reaction equation

HRID 1741773 reaction equation
O[CH2:2][N:3]1[CH2:8][C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:6][CH2:5][C:4]1=[O:21].S(Cl)([Cl:24])=O>C1C=CC=CC=1>[Cl:24][CH2:2][N:3]1[CH2:8][C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:6][CH2:5][C:4]1=[O:21]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 19010880HCID 19010880, compound

Product 1

HCID 15224690HCID 15224690, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a stirred suspension of 28 g (0.1 mol) of the product of step (a) in 150 mL of benzene at 10° C. was added dropwise a solution of 16 mL (1.63 mol) of thionyl chloride in 150 mL of benzene. The mixture was allowed to warm to ambient temperature, stirred overnight and concentrated to dryness. Fresh benzene was added and the solution reconcentrated several more times to give 27 g of crude 1-(chloromethyl)-5,5-diphenyl-2-piperidinone as a white solid.

Workup

  1. concentrationconcentrated to dryness
  2. additionFresh benzene was added

Sources & evidence

ORD record
ord-899bbd59664a4f849444603a2d390a8e
Source dataset
uspto-grants-1994_08
Patent number
US05334720

Reaction notes

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