Piperonal → (2E)-3-(1,3-Benzodioxol-5-yl)-1-(1-piperidinyl)-2-propen-1-one

HRID 2059454Notes

Reaction equation

HRID 2059454 reaction equation
O=Cc1ccc2c(c1)OCO2.O=C(O)CC(=O)N1CCCCC1>NCc1ccccc1.O=C(O)C(F)(F)F.CN(C)c1ccncc1.CN(C)C=O>O=C(/C=C/c1ccc2c(c1)OCO2)N1CCCCC1

Participants

6

Reactant 2

HCID 8438PiperonalHCID 13551165HCID 13551165, compound

Product 1

HCID 641115(2E)-3-(1,3-Benzodioxol-5-yl)-1-(1-piperidinyl)-2-propen-1-oneYield 13%

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineReagentHCID 12484433Benzenemethanamine, trifluoroacetateCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Workup

  1. temperatureThe product mixture was cooled to 25 °C.
  2. filtrationFiltered through a pad of celite · Keep Organic
  3. wash"The celite was washed with ethyl acetate (3 x 1 mL)."
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. additionA 0.07 M stock solution of the internal standard ethylene carbonate (0.70 mL in CDCl3) was added.

Sources & evidence

ORD record
ord-fbf96c68eb8d41da8e80972be2e70ec1
Source dataset
Transfer learning optimization of 26 decarboxylative olefination reactions

Reaction notes

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