2-(3-CHLOROPROPOXY)-1-METHOXY-4-NITROBENZENE synthesis

Yield: 54%

Reaction Conditions:

with potassium carbonate in acetonitrile at 85; for 3 h;

Steps:

1 Step I
Into a 500mL roundbottom flask, was placed a mixture of 2methoxy-5nitrophenoi (10,0 g,59.17 mmoi, 1.00 eq.), CH3CN (200 mL), ichior&-3-iodopropane (18.11 g, 88.76 mmol, 1.50 eq.)and potassium carbonate (16.33 g, 118.34 mnmnol, 2.00 eq.). The resulting mixture was allowed to stirat 85 °C for 3 h and cooled to room temperature. The solids were filtered off and the filtrate was concentrated under vacuum. The residue was purified by a silica gel column eluted with ethyl acetate/petroleum ether (1/2) to provide 2-(3--chloropropoxy)--Imethoxy4nitrobenzene as an offwhite solid (7.86 g, 54%).

References:

GLOBAL BLOOD THERAPEUTICS, INC.;YU, Ming;LI, Zhe WO2018/119208, 2018, A1 Location in patent:Page/Page column 106