Morpholine → 4-(4-Trifluoromethylphenyl)morpholine

HRID 1305033Notes

Reaction equation

HRID 1305033 reaction equation
C1COCCN1.FC(F)(F)c1ccc(Br)cc1>c1ccc(P(c2ccccc2)c23->[Fe+2]456789%10(<-c(c->4[cH-]->52)c->63)<-c2c->7[cH-]->8c->9(P(c3ccccc3)c3ccccc3)c->%102)cc1.CC(C)(C)[O-].[K+].COCCOCCOC.COCCOCCOC.COCCOCCOC.COCCOCCOC.COCCOCCOC>Cn1c(=O)c2c(ncn2C)n(C)c1=O.FC(F)(F)c1ccc(N2CCOCC2)cc1.FC(F)(F)c1cccc(N2CCOCC2)c1

Participants

8

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 3

HCID 23665647Potassium tert-butoxideReagentHCID 178420530HCID 178420530, 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-6f86ada9a0a644daa6052f4ff3e52ef8
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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