4-Nitrobenzaldehyde → HCID 178477495, compound

HRID 1822495Notes

Reaction equation

HRID 1822495 reaction equation
O=Cc1ccc([N+](=O)[O-])cc1.CCSC(=O)C(OCc1ccccc1)C(=O)O>NCc1ccccc1.O=C(O)C(F)(F)F.CN(C)c1ccncc1.Cc1ccccc1>CCSC(=O)/C(=C/c1ccc([N+](=O)[O-])cc1)OCc1ccccc1

Participants

6

Reactant 2

HCID 5414-NitrobenzaldehydeHCID 178477513HCID 178477513, compound

Product 1

HCID 178477495HCID 178477495, compoundYield 59%

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineReagentHCID 12484433Benzenemethanamine, trifluoroacetateCatalystHCID 1140TolueneSolvent

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-6a0863e7cf914ed88c91df5c1baa5f07
Source dataset
Bayesian optimization of 5 decarboxylative olefination reactions

Reaction notes

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