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30th January 2018 @ 13:58

Reaction

SBM005 was dissolved in degassed toluene (2ml). Morpholine (15ul) was added, followed by Spanphos (approx. 1mg), NaOtBu (16.38mg) and Pd(DBA)3 (approx. 0.6mg) and left stirring at 800C. This was repeated with the same conditions but DPPF instead of Spanphos.

After one week, another two reaction mixtures were set up the same way, with JohnPhos (approx. 1mg) as the ligand and but one with Piperidine (15ul) intead of Morpholine.

JohnPhos Morpholine and JohnPhos Piperidine Reaction mixtures
Colour changes to a darker crimson as shown, became more apparent with time.

TLCs (5% methanol, 95% DCM) were run at 7 days and 14 days. 


At 14 days, reaction mixtures were extracted with HCl (2ml) and EtOAc (3x3ml) and then dried with MgSO4 before being put under rotary evap.

Rotary Evap.
Crude Product


NMR of crude products showed experiments were unsuccessful.