Benzene dibromo-1 - 2,4 - (methyl ethoxy methyl - 1 - methoxy-1)

LEARN NMR


Benzene dibromo-1 - 2,4 - (methyl ethoxy methyl - 1 - methoxy-1)

Step 2:




Under a nitrogen atmosphere, 2,4 - tetrahydrofuran solution (40g, 0.15mol) of the (300ml), 2 dibromo benzyl alcohol - was added at room temperature (144ml, 1.5mol) methoxypropene, and cooled to 0 ℃. At 0 ℃, was added (75mg, 0.30mmol) and pyridinium p-toluenesulfonate, followed by stirring for 1 hour at the same temperature. Subsequently, in addition to saturated sodium hydrogen carbonate aqueous solution was cooled to 0 ℃, the reaction mixture was extracted with toluene. Was washed with brine and the organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain quantitatively the title compound as an oil. The product was used in the next step without further purification.


A FANTASTIC EXAMPLE TO LEARN NMR

1 H-NMR (CDCl 3)
δ: 1.44 (6H, s),            6H OF GEM DIMETHYL GROUP
3.22 (3H, s),                -OCH3
4.48 (2H, s),                -OCH2-AR
7.42 (1H, d, J = 8.0Hz ), AR-H ORTHO TO SUBS, 8 HZ IS ONLY ORTHO COUPLING
7.44 (1H, dd, J = 1.5,8.0 Hz), AR-H META TO SUBS
7.68 (1H, d, J = 1.5Hz).  AR-H SANDWICHED BETWEEN 2 BROMO, 1.5 HZ INDICATES META COUPLING

SEE

http://www.google.com.au/patents/WO2009154276A1?cl=en