Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1435774Generated: November 1, 2026

Water → HCID 86618892, compound

https://huagongshe.com/reaction/1435774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium hydrideHCID 24758—
ReactantHCID 86618893HCID 86618893—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86618892HCID 8661889283%

Reaction Conditions

Temperature5 °C

Reaction Steps

1 g Sodium hydride (60% in mineral oil) was added to 2 g 3-((1R,3R)-3-azido-indan-1-yl)-6-methoxy-1H-indole in 50 mL dry THF at 5° C. and the reaction mixture was stirred 1 hour at 5° C. 2 g p-toluene sulfonic acid chloride was added in portions at 5° C. and stirring was continued for another 4 hours. Ice was added and after 1 hour water and ethyl acetate was added. The organic phase was separated and washed with brine, dried over MgSO4 and concentrated in vacuo. After flash chromatography (heptane/ethyl acetate, silica gel), 2.5 g 3-((1R,3R)-3-azido-indan-1-yl)-6-methoxy-1-(toluene-4-sulfonyl)-1H-indole was isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07618967B2
Source datasetuspto-grants-2009_11
ORD IDord-5f6035f5d0f94e31af8bb1b9fb8dc4c2
Source noteuspto-grants-2009_11