1-Chloroethyl chloroformate → HCID 86615853, compound

HRID 550793Notes

Reaction equation

HRID 550793 reaction equation
C([N:8]1[CH2:13][CH2:12]/[C:11](=[CH:14]\[C:15]([O:17][CH2:18][CH3:19])=[O:16])/[CH:10]([CH3:20])[CH2:9]1)C1C=CC=CC=1.ClC(OC(Cl)C)=O>ClCCCl>[CH3:20][CH:10]1[CH2:9][NH:8][CH2:13][CH2:12]/[C:11]/1=[CH:14]\[C:15]([O:17][CH2:18][CH3:19])=[O:16]

Participants

4

Reactant 2

HCID 5213051-Chloroethyl chloroformateHCID 10730982HCID 10730982, compound

Product 1

HCID 86615853HCID 86615853, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of ethyl (2E)-(1-benzyl-3-methylpiperidin-4-ylidene)acetate, 1-chloroethyl chloroformate, and 1,2-dichloroethane was heated under reflux with stirring for 30 minutes and then concentrated under reduced pressure. The residue was dissolved in EtOH and the solution was heated under reflux with stirring for 10 minutes to yield ethyl (2E)-(3-methylpiperidin-4-ylidene)acetate.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe residue was dissolved in EtOH
  5. temperaturethe solution was heated
  6. temperatureunder reflux
  7. stirringwith stirring for 10 minutes

Sources & evidence

ORD record
ord-5d500f21b9764e78a423deaf232cefd2
Source dataset
uspto-grants-2011_05
Patent number
US07947690B2

Reaction notes

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