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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2377300Generated: November 1, 2026

Solketal → 13580-09-1

https://huagongshe.com/reaction/2377300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSolketalHCID 7528—
ReactantPropargyl bromideHCID 7842—
ReactantSodium hydrideHCID 24758—
CatalystTetrabutylammonium IodideHCID 67553—
SolventTetrahydrofuranHCID 8028—
Product13580-09-1HCID 3429262—

Reaction Steps

A 0° C. solution of (2,2-dimethyl-1,3-dioxolan-4-yl)methanol (Aldrich, 1 g) in THF (20 mL) was treated with NaH (327 mg, 60% oil dispersion), then refluxed for 60 min. The resulting suspension was cooled in an ice bath, treated with nBu4NI (55 mg) and propargyl bromide (0.9 mL) then stirred at r.t. for 2 h. The reaction was partitioned between water and ether (2×) and the combined ether extacts were dried (MgSO4), concentrated to give 1.3 g of the title compound. MS ESI(+) m/e 170.9 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07468371B2
Source datasetuspto-grants-2008_12
ORD IDord-7f2f0bd25f2947fc81309debf1665c86
Source noteuspto-grants-2008_12