Phenyl chloroformate → HCID 13825039, compound

HRID 648502Notes

Reaction equation

HRID 648502 reaction equation
[C:1](Cl)(=[O:9])[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:11][CH:12]1[CH2:17][CH2:16][N:15](C)[CH2:14][CH2:13]1>C(Cl)Cl>[Cl:11][CH:12]1[CH2:17][CH2:16][N:15]([C:1]([O:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[O:9])[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 15891Phenyl chloroformateHCID 793424-chloro-N-methylpiperidine

Product 1

HCID 13825039HCID 13825039, compoundYield 71.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of phenyl chlorocarbonate (17.3 g) in dry methylene chloride (40 ml) was dropwise added to a stirred solution of 4-chloro-1-methylpiperidine (13.3 g) in dry methylene chloride (60 ml) under ice-cooling over a period of 5 minutes. The resultant mixture was stirred at the same temperature for 30 minutes and then at room temperature for 6 hours. The mixture was washed with water, dried over magnesium sulfate, and concentrated in vacuo to give an oil, which was distilled to give phenyl 4-chloro-1-piperidine-carboxylate (17.0 g) as a colourless oil.

Workup

  1. temperaturecooling over a period of 5 minutes
  2. washThe mixture was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customto give an oil, which
  6. distillationwas distilled

Sources & evidence

ORD record
ord-6a1cf50a9ac142f78cea1743e926d14b
Source dataset
uspto-grants-1988_04
Patent number
US04735952

Reaction notes

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