Morpholine → 4-(4-Trifluoromethylphenyl)morpholine

HRID 1322113Notes

Reaction equation

HRID 1322113 reaction equation
C1COCCN1.FC(F)(F)c1ccc(Br)cc1>CC(=O)[O][Cu][O]C(C)=O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.CS(C)=O.CS(C)=O.Cc1cccc(C)c1.Cc1cccc(C)c1.O=C([O-])[O-].[Cs+]>FC(F)(F)c1ccc(N2CCOCC2)cc1

Participants

11

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 6

HCID 14794698CID 14794698ReagentHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)CatalystHCID 178476681HCID 178476681, compoundCatalystHCID 679Dimethyl SulfoxideSolvent4×HCID 7929M-XyleneSolvent4×HCID 178504073HCID 178504073, compoundSolvent

Conditions

Temperature
30 °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-7f16320a13c6455c8347f679c7bf73dd
Source dataset
High-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
Original link
View source

Reaction notes

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