HCID 12621974, compound → HCID 178477502, compound

HRID 2059472Notes

Reaction equation

HRID 2059472 reaction equation
C[C@H](CCC=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C.CCSC(=O)C(NC(=O)c1ccccc1)C(=O)O>NCc1ccccc1.O=C(O)C(F)(F)F.CN(C)c1ccncc1.CN(C)C=O>CCSC(=O)/C(=C/CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C)NC(=O)c1ccccc1

Participants

6

Reactant 2

HCID 12621974HCID 12621974, compoundHCID 178477512HCID 178477512, compound

Product 1

HCID 178477502HCID 178477502, compoundYield 77%

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-4a1cfbb4385f43f89d2f072b87e565be
Source dataset
Transfer learning optimization of 26 decarboxylative olefination reactions

Reaction notes

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