HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Morpholine → 4-(4-Trifluoromethylphenyl)morpholine

HRID 1313242
Notes
Print preview

Reaction equation

HRID 1313242 reaction equation
C1COCCN1.FC(F)(F)c1ccc(Br)cc1>CC1=CC(C)=[O]->[Ni]2([O]1)[O]C(C)=CC(C)=[O]->2.COCCOCCOC.C[Si](C)(C)[N-][Si](C)(C)C.F[B-](F)(F)F.[Na+].c1c[n+](C23CC4CC(CC(C4)C2)C3)cn1C12CC3CC(CC(C3)C1)C2>FC(F)(F)c1ccc(N2CCOCC2)cc1
ParticipantsConditionsWorkupSources & evidenceReaction notes

Participants

9

Reactant 2

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

Product 3

HCID 2519CaffeineHCID 109333104-(4-Trifluoromethylphenyl)morpholineYield 13.629%HCID 154202994-(3-(Trifluoromethyl)phenyl)morpholineYield 11.246%

Reagents, catalysts & solvents 4

HCID 2724254Sodium bis(trimethylsilyl)amideReagentHCID 162181051,3-Bis(1-adamantyl)imidazolium tetrafluoroborateCatalystHCID 178427212HCID 178427212, 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-50e9001ea1824705bbf838cb28139834
Source dataset
High-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
DOI
10.1021/jacs.6c05959
Original link
View source

Reaction notes

Loading…

On this pageParticipantsConditionsWorkupSources & evidenceReaction notes