Potassium Carbonate → HCID 54016786, compound

HRID 1379627Notes

Reaction equation

HRID 1379627 reaction equation
[C:1]([N:4]1[CH:9]2[CH2:10][CH2:11][CH:5]1[CH2:6][NH:7][CH2:8]2)(=[O:3])[CH3:2].[CH2:12](Cl)[CH:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:1]([N:4]1[CH:5]2[CH2:11][CH2:10][CH:9]1[CH2:8][N:7]([CH2:12][CH:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:6]2)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 94242Benzene, (3-chloro-1-propenyl)-HCID 124306021-(3,8-Diazabicyclo[3.2.1]octan-8-yl)ethan-1-one

Product 1

HCID 54016786HCID 54016786, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

N8 -acetyl-3,8-diazabicyclo[3.2.1]octane was reacted with equimolar amounts of cinnamyl chloride, in the presence of potassium carbonate in acetone under reflux, checking the reaction by thin layer chromatography (TLC). When the reaction was completed, the inorganic salt was filtered off and the filtrate evaporated to dryness. The residue was purified by chromatography (1:1 CHCl3 /Ethyl acetate). N8 -Acetyl-N3 -cinnamyl-3,8-diazabicyclo[3.2.1]octane was obtained, the elementary analysis being in accordance with the desired compound.

Workup

  1. temperatureunder reflux
  2. customthe reaction by thin layer chromatography (TLC)
  3. filtrationthe inorganic salt was filtered off
  4. customthe filtrate evaporated to dryness
  5. customThe residue was purified by chromatography (1:1 CHCl3 /Ethyl acetate)

Sources & evidence

ORD record
ord-07fe05ffbee24497a967f54dc0d557c1
Source dataset
uspto-grants-1997_09
Patent number
US05672601

Reaction notes

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