Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446206Generated: October 29, 2026

Toluene → HCID 46831040, compound

https://huagongshe.com/reaction/446206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantEthyl 2-hydroxy-4-[(phenylmethyl)amino]bicyclo[2.2.2]octane-1-carboxylateHCID 46831039—
SolventTetrahydrofuranHCID 8028—
ProductHCID 46831040HCID 46831040—

Reaction Steps

To 4-(benzylamino)-2-hydroxybicyclo[2.2.2]octane-1-carboxylic acid ethyl ester (6.0 g, 19.8 mmol), there were added toluene (42.0 g), tetrahydrofuran (10.8 g) and triethylamine (4.0 g, 39.6 mmol) and then the resulting mixture was stirred. Methanesulfonyl chloride (2.9 g, 24.9 mmol) was added dropwise to the mixture, followed by the stirring thereof for one hour and 30 minutes. After quenching the reaction mixture with water, the resulting mixture was subjected to extraction procedures and the organic phase was quantitatively analyzed (according to the LC technique). As a result, the yield of the desired product was found to be 100% (the internal standard substance used was m-xylene).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476470B2
Source datasetuspto-grants-2013_07
ORD IDord-5588399d70194e329514ba6a3af8e13e
Source noteuspto-grants-2013_07