Methanesulfonic Acid → Dimethyl (3-oxo-1,3-dihydro-2-benzofuran-1-yl)phosphonate

To dry methanol (40 ml) was slowly added sodium (1.15 g, 50 mmol) at 0 under N2 atmosphere while stirring, then added dimethyl hydrogen phosphite (5.5 g, 50 mmol), and 2-formylbenzoic acid (5.25 g, 35 mmol). The ice bath was removed and the reaction mixture was stirred for 30 min at room temperature, and then the reaction mixture was slowly added methanesulfonic acid (5.5 g, 55 mmol) and concentrated at reduced pressure to give the crude residue. The crude residue was partitioned between DCM and cold water (100 ml each), and the organic phase was washed with water and brine, dried over sodium sulphate, filtered, and concentrated to give the crude product (5.7 g, 67%) as an off white solid, used in next step without further purification.

1. customThe ice bath was removed
2. stirringthe reaction mixture was stirred for 30 min at room temperature
3. concentrationconcentrated at reduced pressure
4. customto give the crude residue
5. customThe crude residue was partitioned between DCM and cold water (100 ml each)
6. washthe organic phase was washed with water and brine
7. dry with materialdried over sodium sulphate
8. filtrationfiltered
9. concentrationconcentrated

ORD-Eintrag

ord-a3ab18e4471645d0a8bbf30424b95826

Quelldatensatz

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08999985B2