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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69338Generated: October 29, 2026

Methanesulfonyl chloride → (R)-1-(5-fluoro-2-methylphenyl)propan-2-yl methanesulfonate

https://huagongshe.com/reaction/69338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
Reactant(2R)-1-(5-fluoro-2-methylphenyl)propan-2-olHCID 66687280—
SolventDichloromethaneHCID 6344—
Product(R)-1-(5-fluoro-2-methylphenyl)propan-2-yl methanesulfonateHCID 86663209—

Reaction Steps

A solution of (R)-1-(5-fluoro-2-methylphenyl)propan-2-ol (6.1 g, 36.3 mmol) and DIEA (12.6 mL, 72.6 mmol) in 200 mL anhydrous DCM was cooled in ice-water bath. Then methylsulfonyl chloride (3.4 mL, 43.5 mmol) was added slowly and the mixture was stirred for 30 min at rt. And then, saturated NaHCO3 solution (30 mL) was added to the solution and extracted with DCM, dried over anhydrous MgSO4, concentrated, passed through silicagel pad to give crude (R)-1-(5-fluoro-2-methylphenyl)propan-2-yl methanesulfonate (F-2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822500B2
Source datasetuspto-grants-2014_09
ORD IDord-592e5b6045574ca4825a8c88953ba1e3
Source noteuspto-grants-2014_09