Isopropyl iodide → 4-Bromo-1-isopropoxy-2-nitrobenzene

Temperature

95 °C

A mixture of 5.0 g of 5-bromo-2-fluoronitrobenzene, 14.8 g of caesium carbonate and 35.0 ml of 2-iodopropane is charged to two 20 ml microwave tubes, and irradiated at 60° C. with stirring for 1.5 h, and then stirred at ambient temperature overnight. The mixture is poured into 400 ml of water and then extracted three times with 300 ml of ethyl acetate. The organic extracts are combined and then concentrated to dryness under reduced pressure. The residue is reintroduced into a single-necked round-bottomed flask, into which 50 ml of 2-iodopropane and 10.0 g of caesium carbonate are added. The reaction mixture is heated at 95° C. for 10 min, and then at 60° C. for 3 h, and it is then stirred at ambient temperature overnight. The mixture is then poured into 400 ml of water and then extracted three times with 400 ml of ethyl acetate. The organic extracts are combined and then concentrated to dryness under reduced pressure, so as to obtain 5.6 g of 4-bromo-1-isopropoxy-2-nitrobenzene in the form of a brown oil.

1. customirradiated at 60° C.
2. stirringstirred at ambient temperature overnight
3. extractionextracted three times with 300 ml of ethyl acetate
4. concentrationconcentrated to dryness under reduced pressure
5. additionThe residue is reintroduced into a single-necked round-bottomed flask, into which 50 ml of 2-iodopropane and 10.0 g of caesium carbonate
6. additionare added
7. waitat 60° C. for 3 h
8. stirringit is then stirred at ambient temperature overnight
9. additionThe mixture is then poured into 400 ml of water
10. extractionextracted three times with 400 ml of ethyl acetate
11. concentrationconcentrated to dryness under reduced pressure

ORD record

ord-4c01bfd8f5f244bbbd09c7178f7867ef

Source dataset

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09115140B2