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4th December 2017 @ 13:24
NH1-005-3= NH1-006

Further Analysis of NH1-006

Mechanism

mechanism final step.jpg
 

Procedure

TLC was carried out in three different solvents which is shown below. The first plate was carried out in 100% EtOAc, the second plate was carried out in 5% MeOH/ 95% DCM and the third plate was carried out in 50% EtOAC/ 50% Pet.Ether.

TLC 3 different solvents.jpg

NH1-006 was purified via flash column chromatography (2% MeOH/ 98% DCM) on a small scale.

small scale FCC.jpg

The TLC concluded a potential product in vials 3-6.  These vials were collected and dried in vacuo.

TLC NH-006 fluoro.jpg

1H NMR and 19F NMR of the product NH-1-006 was taken in chloroform.

Analysis of product NH-1-006

δH(400 MHz, CDCl3: 9.95 (1H, s, CHAr), 7.52 (4H, d, CHAr), 6.80 (5H, q, CHAr), 6.60 (5H, q, CHAr) 4.37 (2H, d, CHAr), 3.36 (4H, s, CHAr), 2.97 (2H, d, CHAr) and 2.05 (5H, s, CHAr).

δF(370Mhz), CDCl3: -115.4 (1F)

The reaction showed a potential product. However, as this reaction was carried out using such a small scale it is difficult to confirm that the reaction had worked to completion. Therefore this reaction needs to be repeated on a larger scale.

Attached Files
TLC NH-006 fluoro.jpg
small scale FCC.jpg
TLC 3 different solvents.jpg
mechanism final step.jpg