Sodium Chloride → 1-(2-chloro-5-methoxyphenyl)ethanone

To a solution of SELECTFLUOR™ (5.0 g, 14.1 mmol) and sodium chloride (825 mg, 14.1 mmol) in acetonitrile (200 ml), under nitrogen, was added 1-(3-methoxyphenyl)ethanone (1.94 ml, 14.1 mmol) and the reaction mixture was stirred at room temperature for 5 days. To the mixture was added distilled water (200 ml) and the solution was extracted with dichloromethane (2×100 ml). The combined extracts were dried (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography (silica) with gradient elution, ethyl acetate:cyclohexane [5:95 to 10:90]. The appropriate fractions were combined and concentrated to give the title compound (1.12 g).

1. additionTo the mixture was added
2. distillationdistilled water (200 ml)
3. extractionthe solution was extracted with dichloromethane (2×100 ml)
4. dry with materialThe combined extracts were dried (MgSO4)
5. concentrationconcentrated in vacuo
6. customThe residue was purified by column chromatography (silica) with gradient elution, ethyl acetate
7. concentrationconcentrated

ORD record

ord-16d031ca00824d659740d4d0ddd7e1a0

Source dataset

uspto-grants-2009_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07592362B2