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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258171Generated: November 3, 2026

Dichloromethane → N-((1R,2R)-2-hydroxy-indan-1-yl)-N-methyl-methanesulphonamide

https://huagongshe.com/reaction/1258171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantN-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-N-methyl-methanesulphonamideHCID 58450838—
SolventTetrahydrofuranHCID 8028—
ProductN-((1R,2R)-2-hydroxy-indan-1-yl)-N-methyl-methanesulphonamideHCID 58450840—

Reaction Steps

N-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-N-methyl-methanesulphonamide (0.53 g) is dissolved in 5 mL THF, combined with Bu4NF (5 mL of a 1 N solution in THF) and stirred for 2 h at RT. After the reaction is complete the reaction mixture is freed from the solvent. After the addition of CH2Cl2 it is extracted with HCl (aqu., 1 N). The organic phase is dried on MgSO4. After elimination of the solvent the mixture is purified by normal phase chromatography (CH2Cl2, MeOH). The product-containing fractions are combined and freed from the solvent using the rotary evaporator.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466155B2
Source datasetuspto-grants-2013_06
ORD IDord-475cfb38f78944ef91839239a8c3243c
Source noteuspto-grants-2013_06