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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715311Generated: October 29, 2026

Sodium hydride → HCID 68682445, compound

https://huagongshe.com/reaction/1715311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
ReactantHCID 57687003HCID 57687003—
SolventDimethylformamideHCID 6228—
ProductHCID 68682445HCID 68682445—

Reaction Steps

With cooling with ice, sodium hydride (30% liquid paraffin added) (6 mg) was added to an N,N-dimethylformamide (2 ml) solution of the indole compound (50 mg) obtained in Example 3, then 2-(trimethylsilyl)ethoxy methyl chloride (24 mg) was added, and stirred at room temperature for 1 hour. With cooling with ice, aqueous saturated ammonium chloride solution was added, then extracted with ethyl acetate, and the organic layer was washed with water and saturated saline water. After dried, the solvent was evaporated away under reduced pressure, and the residue was purified by partitioning reversed-phase liquid chromatography to obtain the entitled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799820B2
Source datasetuspto-grants-2010_09
ORD IDord-773556b4c86547b49bb829ca3b0a8e22
Source noteuspto-grants-2010_09