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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1384186Generated: November 1, 2026

Water → HCID 21707090, compound

https://huagongshe.com/reaction/1384186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-IodopyrazoleHCID 77022—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
SolventTetrahydrofuranHCID 8028—
ProductHCID 21707090HCID 2170709096.1%

Reaction Steps

A slurry of NaH (1.94 g, 48.5 mmol) in THF (40 mL) at 0° C. was treated with a solution of 4-iodopyrazole (8.97 g, 46.2 mmol) in THF (20 mL), stirred for 1 h, treated with SEM chloride (9.00 mL, 50.8 mmol), stirred at room temperature for 1 h, poured into water and extracted with ethyl acetate. The extracts were washed with brine, dried (MgSO4) and concentrated. The residue was chromatographed on silica gel with 10% ethyl acetate/hexanes to provide 14.4 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06258822B1
Source datasetuspto-grants-2001_07
ORD IDord-1771e4ae94464c48aaaa59d31bb88a1b
Source noteuspto-grants-2001_07