All Notebooks | Help | Support | About
1st May 2013 @ 02:02
Mnr: mnr121-130

Starting material from - Nucleophilic Displacement of MNR99 with Dimethylamine to give MNR122-1

As for - Bromination of MNR100-2 to give MNR101-2

Hazard Assessment

 

Procedure

MNR122-1 (1.8 g, 10.04 mmol) was dissolved in THF (200 mL) and cooled to -78 °C.  To the stirring solution was added n-BuLi (2.5 M in hexanes, 6.03 mL, 15.06 mmol) and the stirring was continued for 30 minutes.  Bromine (1.03 mL, 20.08 mmol) was added dropwise and the reaction mixture was allowed to reach room temperature and was stirred for 2 hours.  Sodium thiosulfate solution (100 mL) was added and the mixture was extracted with EtOAc (3 x 100 mL).  The organic layers were commbined, dried and filteres then concentrated in vacuo to yield the crude as pale yellow solid.

TLC

75% EtOAc/Hex

2013-05-02 12.26.38.jpg

 

Column - 25-80% EtOAc/Hex

 

fracs 16-46        1.481 g, 5.74 mmol, 57% as a white solid               mainly product

fracs 47-53         0.140 g as i pale brown solid -              starting material

 

fraction 28 was concentrated and dried for a quick NMR

mnr124-1_frac28_1H.pdf
mnr124-1_frac28_13C.pdf
mnr124-1_frac28.zip
Attached Files
MNR124-1_table.PNG
MNR124_scheme.png
mnr124-1_frac28_1H.pdf
mnr124-1_frac28_13C.pdf
2013-05-02 12.26.38.jpg
mnr124-1_frac28.zip