Morpholine → 4-(4-Trifluoromethylphenyl)morpholine

HRID 1297812

Reaction equation

HRID 1297812 reaction equation
C1COCCN1.FC(F)(F)c1ccc(I)cc1>Cc1cc(C)c(N2C=CN(c3c(C)cc(C)cc3C)C2[Cu]Cl)c(C)c1.CC(C)(C)[O-].[K+].CS(C)=O.CS(C)=O.CS(C)=O.CS(C)=O.CS(C)=O>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 67993Benzene, 1-iodo-4-(trifluoromethyl)-

Product 3

HCID 2519CaffeineHCID 109333104-(4-Trifluoromethylphenyl)morpholineYield 5.09%HCID 154202994-(3-(Trifluoromethyl)phenyl)morpholineYield 0%

Reagents, catalysts & solvents 3

HCID 23665647Potassium tert-butoxideReagentHCID 178425458HCID 178425458, compoundCatalystHCID 679Dimethyl SulfoxideSolvent5×

Conditions

Temperature
80 °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-93d94d267e8b45d18269391f614ccd49
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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