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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1717467Generated: October 31, 2026

Methanesulfonyl chloride → 3-Chloro-5-trifluoromethoxybenzyl mesylate

https://huagongshe.com/reaction/1717467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Chloro-5-(trifluoromethoxy)benzyl alcoholHCID 17750738—
SolventDichloromethaneHCID 6344—
Product3-Chloro-5-trifluoromethoxybenzyl mesylateHCID 21904635100.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 3-chloro-5-trifluoromethoxybenzyl alcohol (6.1 g, 26.9 mmol; see Example 6(v) above) in CH2Cl2 (250 mL) at 0° C. under a nitrogen atmosphere was added DIPEA (4.2 g, 32.3 mmol) and methanesulfonyl chloride (3.4 g, 29.6 mmol). The solution was stirred at 0° C. for 1.5 hours and quenched with H2O. The organics were separated and then washed with H2O (1×), 1N HCl (1×), H2O (1×) and aqueous NaHCO3 (1×) and then dried (Na2SO4), filtered and concentrated to afford the sub-title compound (8.2 g, 99%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803954B2
Source datasetuspto-grants-2010_09
ORD IDord-de88f88e1b934fb1b2f03553ebc5622c
Source noteuspto-grants-2010_09