Ethyl chloroformate → HCID 68533040, compound

HRID 887614Notes

Reaction equation

HRID 887614 reaction equation
C[N:2]1[CH2:7][CH:6]=[C:5]([C:8]([CH3:19])([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)[CH3:9])[CH2:4][CH2:3]1.Cl[C:21]([O:23][CH2:24][CH3:25])=[O:22]>C1(C)C=CC=CC=1>[CH2:24]([O:23][C:21]([N:2]1[CH2:3][CH:4]=[C:5]([C:8]([CH3:19])([C:10]2[CH:11]=[CH:12][C:13]([N+:16]([O-:18])=[O:17])=[CH:14][CH:15]=2)[CH3:9])[CH2:6][CH2:7]1)=[O:22])[CH3:25]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 21961470HCID 21961470, compound

Product 1

HCID 68533040HCID 68533040, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1-Methyl-4-[1-methyl-1-(4-nitro-phenyl)-ethyl]-1,2,3,6-tetrahydro-pyridine (5.2 g) was dissolved in toluene (100 mL) and ethyl chloroformate (2.4 g). The mixture was heated at reflux for overnight and cooled to RT. The toluene solution was washed with NaHCO3 (aq., sat., 100 mL) then brine (100 mL) and dried over Na2SO4. The organic phase was concentrated in vacuo to give the desired compound which was used without purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for overnight
  3. washThe toluene solution was washed with NaHCO3 (aq., sat., 100 mL)
  4. dry with materialbrine (100 mL) and dried over Na2SO4
  5. concentrationThe organic phase was concentrated in vacuo

Sources & evidence

ORD record
ord-53ff999e69e84bc8b64a227008b35a0d
Source dataset
uspto-grants-2012_08
Patent number
US08247430B2

Reaction notes

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