Sulfuric Acid → 2-Fluoro-6-iodobenzaldehyde

2-Fluoro-6-iodobenzonitrile (10.274 g) was dissolved in toluene (100 ml), followed by the dropwise addition of 1.5M diisobutylaluminium hydride/toluene solution (31 ml) in nitrogen atmosphere at −70° C., and the mixture was stirred for 25 min. Subsequently, it was stirred at room temperature for further 45 min. To the mixture was added 5% sulfuric acid, and it was stirred for 1 hr. Sequentially, the resulting solution was extracted with ethyl acetate, and the resulting organic layer was washed with water, dried (over MgSO4) and evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give the title compound as a yellow oil (8.683 g, yield; 83%).

1. stirringSubsequently, it was stirred at room temperature for further 45 min
2. stirringwas stirred for 1 hr
3. extractionSequentially, the resulting solution was extracted with ethyl acetate
4. washthe resulting organic layer was washed with water
5. dry with materialdried (over MgSO4)
6. customevaporated
7. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)

ORD record

ord-01ae5be02623400da963b0d5da28a91a

Source dataset

uspto-grants-2002_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06340759B1