Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930916Generated: October 27, 2026

Triethylamine → HCID 57753289, compound

https://huagongshe.com/reaction/1930916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant3-(2-Benzyl-2,3-Dihydro-1H-isoindol-5-yl)-2-methyl-tetrahydro-furan-3-olHCID 57753356—
SolventDichloromethaneHCID 6344—
ProductHCID 57753289HCID 5775328933%

Reaction Steps

To a solution of 0.65 mmol 3-(2-benzyl-2,3-dihydro-1H-isoindol-5-yl)-2-methyl-tetrahydro-furan-3-ol (Example A64(a)) and 1.81 mmol triethylamine in 2 ml dichloromethane at 0° C. was added dropwise a solution of 0.84 methanesulfonyl chloride in 0.3 ml dichloromethane. The mixture was stirred at room temperature for 2 h and then re-cooled to 0° C. 1.94 mmol DBU was added and the mixture stirred at room temperature overnight. The reaction mixture was then concentrated in vacuo and the residue was purified by chromatography (SiO2, heptane/ethyl acetate) to yield the title compound as a colourless oil (33% yield). MS (m/e): 292.1 ([M+H]+, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188139B2
Source datasetuspto-grants-2012_05
ORD IDord-c51c7283a7e5403c9ef10d65dda69d14
Source noteuspto-grants-2012_05