Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 132849Generated: October 28, 2026

Sodium hydride → HCID 58687972, compound

https://huagongshe.com/reaction/132849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 58687965HCID 58687965—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58687972HCID 58687972—

Reaction Steps

To a solution of the compound from Step D above (880 mg, 2.41 mmol) in tetrahydrofuran (3 mL) was added sodium hydride (60 weight % dispersion in oil; 107 mg, 2.65 mmol). After 30 min at room temperature, a solution of tert-butyl(dimethyl)silyl chloride (434 mg, 2.89 mmol) was added and the reaction was then stirred for an additional 1 h. The solvent was evaporated and residue was purified by flash chromatography (silica gel; 20% ethyl acetate/hexanes as eluant) to yield the title compound. 1H NMR (400 MHz, CDCl3) δ 5.03 (s, 2H), 4.05 (s, 3H), 0.95 (s, 9H), 0.19 (s, 6H). LC/MS: 480 (M+H+2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07388019B2
Source datasetuspto-grants-2008_06
ORD IDord-7ab34348ac11423d9ea8bc1e66d90448
Source noteuspto-grants-2008_06