Methyl Methanesulfonate → HCID 59497603, compound

Participants

Reaction Conditions

Reaction Steps

Methanesulfonic acid methyl ester (0.43 mL, 5.0 mmol) is dissolved in THF (10 mL) and it is cooled down to −78° C. 1.6 M n-BuLi (3.4 mL, 5.5 mmol) in hexane is added into it dropwise and the mixture is stirred for 30 min at −78° C. Then Phosphorochloridic acid diethyl ester (0.41 mL, 2.8 mmol) is added dropwise into the mixture and it is then gradually warmed up to −50° C. in 2 hrs. 5 mL of sat. NH4Cl and 20 mL of water are added and it is further warmed up to room temperature. The mixture is extracted with EtOAc (3×40 mL) and the organic layers are combined, dried (Na2SO4) and concentrated to give crude product. Purification by flash column chromatography affords 350 mg (53%) of (Diethoxy-phosphoryl)-methanesulfonic acid methyl ester.

Provenance & Evidence