Reaktion #1404293

ord-0c2df4b0304045ee98e0a0c92ab83b2c

Reaktionsgleichung

FC(F)(F)c1ccc(Br)cc1
4-bromo benzotrifluoride
C1COCCN1
Morpholine
→
FC(F)(F)c1ccc(N2CCOCC2)cc1
FC(F)(F)c1ccc(N2CCOC
Ausbeute 7.2%
FC(F)(F)c1cccc(N2CCOCC2)c1
FC(F)(F)c1cccc(N2CCO
Cn1c(=O)c2c(ncn2C)n(C)c1=O
Cn1c(=O)c2c(ncn2C)n(

Edukte

FC(F)(F)c1ccc(Br)cc1
4-bromo benzotrifluoride
CAS: 402-43-7
C1COCCN1
Morpholine
CAS: 110-91-8

Reagenzien

CC(=O)[O][Cu][O]C(C)=O
COPPER(II) ACETATE
CAS: 142-71-2
CC(C)(C)[O-].[K+]
potassium tert-butoxide
CAS: 865-47-4
O=C1C(=O)c2cccnc2-c2ncccc21
1, 10-PHENANTHROLINE-5 6-DIONE
CAS: 27318-90-7

Lösungsmittel

CS(C)=O
dmso
CS(C)=O
dmso
CS(C)=O
dmso
CS(C)=O
dmso
CS(C)=O
dmso

Reaktionsbedingungen

Temperatur
30°CELSIUS

Aufarbeitung

  1. 1
    SonstigeThe foil sealing tape was removed from the plate.
  2. 2
    workup.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. 3
    FiltrationThe plates were then centrifuged for 15 to 20 seconds.
  4. 4
    workup.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.

Quelle

DOI: 10.1021/jacs.6c05959High-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions