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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959644Generated: October 26, 2026

Aluminium lithium hydride → HCID 58190463, compound

https://huagongshe.com/reaction/1959644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantEthyl 2-(tert-butoxycarbonylaminooxy)propanoateHCID 58190590—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58190463HCID 5819046374.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of LiAlH4 (213 mg, 5.62 mmol) in anhydrous THF (8 mL) was added slowly to a solution of ethyl 2-(t-butoxycarbonylaminooxy)propanoate (820 mg, 3.52 mmol) in THF (15 mL) at 0° C. The mixture was stirred at 0° C. for 5 h and then at rt overnight. The solution was quenched with a mixture of Na2SO4 and water, and stirred for an additional 1.5 h. The mixture was filtered and concentrated. The crude was dissolved in EtOAc, washed with water and brine, and then dried over Na2SO4. Solvent was evaporated to afford the title compound as a clear oil (500 mg, 74.4%). 1H-NMR (400 MHz, CDCl3) δ ppm 7.09 (s, 1H), 3.95 (m, 1H), 3.69 (dd, 1H), 3.47 (m, 1H), 1.51 (s, 9H), 1.21 (d, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410264B2
Source datasetuspto-grants-2013_04
ORD IDord-c6020df0a96846a4bfb1adc8f862920f
Source noteuspto-grants-2013_04