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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357105Generated: November 3, 2026

Sodium hydride → HCID 23143999, compound

https://huagongshe.com/reaction/2357105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3,5-Di-O-(p-toluyl)-2-deoxy-D-ribofuranosyl chlorideHCID 288128—
Reactant3-Iodo-5-nitro-1H-indoleHCID 23143997—
SolventAcetonitrileHCID 6342—
ProductHCID 23143999HCID 23143999—

Reaction Steps

To a suspension of 1.0 g (3.5 mmol) 3-iodo-5-nitroindole in 15 ml acetonitrile were added 0.16 g (6.7 mmol) sodium hydride (Aldrich 223441-50G). The stirring was continued and the suspension turned red. After 15 min. 2.02 g (5.2 mmol) 5-chloro-2-(4-methyl-benzoyloxymethyl)-3-(4-methyl-benzoyloxy)-tetrahydro-furan were added in small portions and the stirring was continued for another 60 minutes at room temperature. The precipitate was removed by filtration and washed once with acetonitrile. The combined yellow filtrates were concentrated until a product precipitated. For complete precipitation of the product 50 ml ethanol were added. The yellow precipitate was removed by filtration und washed with ethanol. The residuum was dried over phosphorus pentoxide and potassium hydroxide in a vacuum (yield: 1.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759470B2
Source datasetuspto-grants-2010_07
ORD IDord-476b9c4594674563a154509b78a1468c
Source noteuspto-grants-2010_07