Morpholine → 4-(4-Trifluoromethylphenyl)morpholine

HRID 1298837

Reaction equation

HRID 1298837 reaction equation
C1COCCN1.FC(F)(F)c1ccc(Br)cc1>C1=[CH]2->[Ni]3(<-[CH](=CCC2)CC1)<-[CH]1=CCC[CH]->3=CCC1.C1CCC(P(CCP(C2CCCCC2)C2CCCCC2)C2CCCCC2)CC1.CC(C)(C)[O-].COCCOCCOC.[K+]>FC(F)(F)c1ccc(N2CCOCC2)cc1

Participants

9

Reactant 2

HCID 8083MorpholineHCID 67872Benzene, 1-bromo-4-(trifluoromethyl)-

Product 3

HCID 2519CaffeineHCID 109333104-(4-Trifluoromethylphenyl)morpholineYield 0%HCID 154202994-(3-(Trifluoromethyl)phenyl)morpholineYield 0%

Reagents, catalysts & solvents 4

HCID 23665647Potassium tert-butoxideReagentHCID 5342021,2-Bis(dicyclohexylphosphino)ethaneCatalystHCID 178420723HCID 178420723, compoundCatalystHCID 8150DiglymeSolvent5×

Conditions

Temperature
60 °C

Workup

  1. customThe foil sealing tape was removed from the plate.
  2. addition3 μL of a 0.0667 M solution of caffeine in DMSO was added to each reaction well using an SPT Labtech Mosquito® liquid handling robot
  3. filtrationThe plates were then centrifuged for 15 to 20 seconds. · Keep liquid
  4. aliquotFollowing centrifugation, 500 nL of the resultant mixture from each well was carefully dispensed into four 384-well analytical plates (Analytical Sales # 38435) using an SPT Labtech Mosquito® liquid handling robot. Each well of these analytical plates contained 30 μL of DMSO with 0.1% acetic acid, pre-dosed by OpenTrons, to facilitate analysis.

Sources & evidence

ORD record
ord-037642e6e1b9457fa69890aa8204ee16
Source dataset
High-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
Original link
View source

Linked notes

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