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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258170Generated: October 31, 2026

Methyl iodide → N-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-N-methyl-methanesulphonamide

https://huagongshe.com/reaction/1258170

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
ReactantSodium HydroxideHCID 14798—
ReactantN-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-methanesulphonamideHCID 58450866—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductN-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-N-methyl-methanesulphonamideHCID 58450838—

Reaction Steps

N-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-methanesulphonamide (0.50 g) is dissolved in 2 mL DMF and mixed with Cs2CO3 (0.96 g, 2.93 mmol) and MeI (0.10 mL). The reaction mixture is stirred for 2 h and, once the reaction has ended, combined with DCM and NaOH (1 N). The organic phase is dried on MgSO4 and freed from the solvent using the rotary evaporator. After dissolving in acetonitrile water is added. The precipitate formed is filtered off, washed with water and taken up in DCM. After drying on MgSO4 the solvent is eliminated using the rotary evaporator.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466155B2
Source datasetuspto-grants-2013_06
ORD IDord-d090893ec286428fa87a90e23598adc9
Source noteuspto-grants-2013_06