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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 842565Generated: October 31, 2026

Toluene → HCID 18504640, compound

https://huagongshe.com/reaction/842565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant3-{[5-(Trifluoromethyl)pyridin-2-yl]oxy}propan-1-olHCID 11206799—
SolventWaterHCID 962—
ProductHCID 18504640HCID 18504640117.4%

Reaction Steps

A mixture of 4.0 g of 2-(3-hydroxypropyloxy)-5-trifluoromethylpyridine, 3.4 ml of triethylamine and 25 ml of toluene was vigorously stirred under a nitrogen stream, while cooling in chilled water bath to 5° C. Then, 1.63 g of methanesulfonyl chloride was added dropwise to this mixture at such a rate that the reaction temperature did not exceed 10° C., and the chilled water bath was removed. After further stirring continued at room temperature for 1.5 hours, 250 ml of water was added thereto, and the mixture was vigorously stirred for further 30 minutes, followed by phase separation. The toluene layer was washed once with water, dried with magnesium sulfate, and concentrated, which afforded 5 g of 2-(3-methanesulfonyloxypropyloxy)-5-trifluoromethylpyridine as an oily product (92% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06376428B1
Source datasetuspto-grants-2002_04
ORD IDord-6f8932b03ec84f5e923b3e00b445090a
Source noteuspto-grants-2002_04