4-Methoxybenzaldehyde → HCID 5388691, compound

HRID 2059443Notes

Reaction equation

HRID 2059443 reaction equation
COc1ccc(C=O)cc1.CCOC(=O)C(F)C(=O)O>C1CCNC1.CN(C)c1ccncc1.C1CCOC1>CCOC(=O)/C(F)=C/c1ccc(OC)cc1

Participants

6

Reactant 2

HCID 312444-MethoxybenzaldehydeHCID 13350490HCID 13350490, compound

Product 1

HCID 5388691HCID 5388691, compoundYield 73%

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineReagentHCID 31268PyrrolidineCatalystHCID 8028TetrahydrofuranSolvent

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-ae226afb95d440b9b4f2d7bacb14436c
Source dataset
Transfer learning optimization of 26 decarboxylative olefination reactions

Reaction notes

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