Sodium Iodide → 1-(2-Iodoethyl)-4-octylbenzene

Sodium iodide (18.13 g) was added to a solution (500 ml) of the above-mentioned compound (31.5 g) in 2-butanone and the mixture was refluxed under heating for 4 hours. The reaction mixture was concentrated and poured into ice water. The resultant mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled away and the residue obtained was purified by silica gel column chromatography (eluent; ethyl acetate:hexane=1:20) to give 27.5 g of the subject compound as an oily substance (yield 80%).

1. temperaturethe mixture was refluxed
2. temperatureunder heating for 4 hours
3. concentrationThe reaction mixture was concentrated
4. additionpoured into ice water
5. extractionThe resultant mixture was extracted with ethyl acetate
6. washThe ethyl acetate layer was washed with saturated brine
7. dry with materialdried over anhydrous magnesium sulfate
8. distillationThe solvent was distilled away
9. customthe residue obtained
10. customwas purified by silica gel column chromatography (eluent; ethyl acetate:hexane=1:20)

ORD record

ord-d5a7f0a7f2a348fc995eb95e09146eb1

Source dataset

uspto-grants-1999_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05952316