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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1069040Generated: October 30, 2026

Water → HCID 86757050, compound

https://huagongshe.com/reaction/1069040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantHCID 14360819HCID 14360819—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86757050HCID 86757050—

Reaction Steps

(1S-cis)-4-Azido-2-cyclopenten-1-ol (3.4 g) (prepared as described by D. R. Deardorff et al., J. Org. Chem, 1989, 54, 2759) in tetrahydrofuran (60 ml) was added dropwise to a suspension of sodium hydride (1.1 g. of a 60% suspension in oil) in tetrahydrofuran (60 ml) at 0° C. On completion of the addition the mixture was allowed to warm to ambient temperature the added dropwise to a solution of tert-butyl bromoacetate (10.1 ml) in tetrahydrofuran (60 ml) at 0° C. Water (200 ml) was added and the product extracted into ethyl acetate (200 ml) then dried and concentrated. Purification (SiO2, ethyl acetate:isohexane,10:90, as eluent) afforded the subtitle compound (3.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06251910B1
Source datasetuspto-grants-2001_06
ORD IDord-afb631d55706437bbd30d3650d4400d7
Source noteuspto-grants-2001_06