4-Methoxybenzaldehyde → ethyl (E)-3-(4-methoxyphenyl)-2-methylprop-2-enoate

HRID 2059413Notes

Reaction equation

HRID 2059413 reaction equation
COc1ccc(C=O)cc1.CCOC(=O)C(C)C(=O)O>C1COCCN1.CN(C)c1ccncc1.C1CCOC1>CCOC(=O)/C(C)=C/c1ccc(OC)cc1

Participants

6

Reactant 2

HCID 312444-MethoxybenzaldehydeHCID 2959722-Methyl-malonic acid monoethyl ester

Product 1

HCID 11042247ethyl (E)-3-(4-methoxyphenyl)-2-methylprop-2-enoateYield 37%

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineReagentHCID 8083MorpholineCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °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-3ff2d381db70458eaca93abdac9664fd
Source dataset
Transfer learning optimization of 26 decarboxylative olefination reactions

Reaction notes

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