4-Methoxybenzaldehyde → z-Methyl-2-chloro-3-(4'-methoxyphenyl)propenoate

HRID 2059425Notes

Reaction equation

HRID 2059425 reaction equation
COc1ccc(C=O)cc1.COC(=O)C(Cl)C(=O)O>C1COCCN1.CN(C)c1ccncc1.C1CCOC1>COC(=O)/C(Cl)=C/c1ccc(OC)cc1

Participants

6

Reactant 2

HCID 312444-MethoxybenzaldehydeHCID 17909959HCID 17909959, compound

Product 1

HCID 12339865z-Methyl-2-chloro-3-(4'-methoxyphenyl)propenoateYield 58%

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-e37613e1ad3647cda57dfc1ebd1c2318
Source dataset
Transfer learning optimization of 26 decarboxylative olefination reactions

Reaction notes

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