(S)-(-)-Citronellal → HCID 178477503, compound

HRID 2059469Notes

Reaction equation

HRID 2059469 reaction equation
CC(C)=CCC[C@H](C)CC=O.CCSC(=O)CC(=O)O>NCc1ccccc1.O=C(O)C(F)(F)F.CN(C)c1ccncc1.CN(C)C=O>CCSC(=O)/C=C/C[C@@H](C)CCC=C(C)C

Participants

6

Reactant 2

HCID 443157(S)-(-)-CitronellalHCID 127870873-Ethylsulfanyl-3-oxopropanoic acid

Product 1

HCID 178477503HCID 178477503, compoundYield 56%

Reagents, catalysts & solvents 3

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

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-b1aa04e6fbd3438c9041dc1a8a64e04c
Source dataset
Transfer learning optimization of 26 decarboxylative olefination reactions

Reaction notes

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