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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920464Generated: October 31, 2026

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

https://huagongshe.com/reaction/920464

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 numberUS09273055B2
Source datasetuspto-grants-2016_03
ORD IDord-e8f60eceb2834adfab7c53d07a378c94
Source noteuspto-grants-2016_03