Potassium Carbonate → 1-(2-methylbenzoyl)piperidin-4-one

HRID 2421087Notes

Reaction equation

HRID 2421087 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].Cl.[NH:12]1[CH2:17][CH2:16][C:15](O)([OH:18])[CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+]>ClCCl.O>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:12]1[CH2:17][CH2:16][C:15](=[O:18])[CH2:14][CH2:13]1)=[O:5]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 702762-Methylbenzoyl chlorideHCID 116368364,4-Piperidinediol, hydrochloride

Product 1

HCID 178963611-(2-methylbenzoyl)piperidin-4-oneYield 106.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-methylbenzoyl chloride (800 mg, 5.2 mmol) in 5 mL of DICHLOROMETHANE was added a mixture of piperidine-4,4-diol hydrochloride salt 800 mg, 5.2 mmol) and potassium carbonate (716 mg, 5.2 mmol) in 5 mL H2O and stirred at room temperature for 2 hours. Layers were separated and aqueous layer was extracted with dichloromethane (3×10 mL). Organic layers were combined, dried, filtered and the filtrate was concentrated in vacuo to give the tile compound (1.2 g) as light yellow oil. MS (M+1): 218.0

Workup

  1. customLayers were separated
  2. extractionaqueous layer was extracted with dichloromethane (3×10 mL)
  3. customdried
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-044968345acd4147a5525295afcca6e5
Source dataset
uspto-grants-2011_06
Patent number
US07956069B2

Reaction notes

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