Phenyl chloroformate → HCID 13180319, compound

HRID 867018Notes

Reaction equation

HRID 867018 reaction equation
[C:1]1([O:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:11][C:12]1[CH:26]=[CH:25][CH:24]=[CH:23][C:13]=1[C:14]([CH:16]1[CH2:21][CH2:20][N:19](C)[CH2:18][CH2:17]1)=[O:15]>C1(C)C=CC=CC=1>[O:7]([C:8]([N:19]1[CH2:20][CH2:21][CH:16]([C:14](=[O:15])[C:13]2[CH:23]=[CH:24][CH:25]=[CH:26][C:12]=2[F:11])[CH2:17][CH2:18]1)=[O:9])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 15891Phenyl chloroformateHCID 131803174-(2-Fluorobenzoyl)-1-methylpiperidine

Product 1

HCID 13180319HCID 13180319, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

47.0 g of phenylchloroformate are added to a stirring solution of 57.5 g of 4-(2-fluorobenzoyl)-1-methyl piperidine in 750 ml of toluene. The reaction mixture is refluxed for 5 hours, cooled to ambient temperature. filtered, and the solvent is removed leaving a light colored oil. The oil is triturated with hexane to give crystalline material which is recrystallized twice from an ethanol-water mixture and once from ethanol to give the compound, mp 95°-96° C., 1-phenoxycarbonyl-4-(2-fluorobenzoyl)piperidine.

Workup

  1. temperatureThe reaction mixture is refluxed for 5 hours
  2. filtrationfiltered
  3. customthe solvent is removed
  4. customleaving a light colored oil
  5. customThe oil is triturated with hexane
  6. customto give crystalline material which
  7. customis recrystallized twice from an ethanol-water mixture and once from ethanol

Sources & evidence

ORD record
ord-9c84621d76b2437da229501018381a69
Source dataset
uspto-grants-1978_07
Patent number
US04101663

Reaction notes

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