Vinyl chloroformate → HCID 22678472, compound

HRID 1837719Notes

Reaction equation

HRID 1837719 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11](/[CH:14]=[CH:15]/[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH2:23][CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.Cl[C:31]([O:33][CH:34]=[CH2:35])=[O:32]>ClCCCl>[CH:34]([O:33][C:31]([N:8]1[CH2:13][CH2:12][CH:11](/[CH:14]=[CH:15]/[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH2:23][CH:24]2[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]2)[CH2:10][CH2:9]1)=[O:32])=[CH2:35]

Participants

4

Reactant 2

HCID 78808Vinyl chloroformateHCID 22678419HCID 22678419, compound

Product 1

HCID 22678472HCID 22678472, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

2.848 g of 1-benzyl-4-[(E)-2-[(2-cyclohexylmethyloxy)phenyl]-1-ethenyl]piperidine was dissolved in 15 ml of 1,2-dichloroethane, 0.93 ml of vinyl chloroformate was added thereto, and the mixture was stirred at room temperature for 50 minutes and heated under reflux for one hour. The solvent was evaporated, and the crude product was purified by silica gel column chromatography (n-hexane:ethyl acetate=50:1), to give 2.026 g of the title compound as a colorless oil.

Workup

  1. temperatureheated
  2. temperatureunder reflux for one hour
  3. customThe solvent was evaporated
  4. customthe crude product was purified by silica gel column chromatography (n-hexane:ethyl acetate=50:1)

Sources & evidence

ORD record
ord-ac256753fd7f4eeba497706287d7ae04
Source dataset
uspto-grants-2004_08
Patent number
US06784192B2

Reaction notes

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