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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1731498Generated: October 26, 2026

Diethyl Ether → tert-butyl N-(1-hydroxy-2-methylpropan-2-yl)carbamate

https://huagongshe.com/reaction/1731498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantN-((1,1-dimethylethoxy)carbonyl)-2-methyl-alanineHCID 2733845—
ReactantBis(1-methylpiperazin-2-yl)alumanylium;hydrideHCID 18792082—
SolventTetrahydrofuranHCID 8028—
Producttert-butyl N-(1-hydroxy-2-methylpropan-2-yl)carbamateHCID 14578673—

Reaction Conditions

Temperature0 °C

Reaction Steps

N-Boc-aminoisobutyric acid is dissolved in tetrahydrofuran and stirred at 0° C. under argon. Bis(N-methylpiperazinyl)aluminum hydride is added and the reaction mixture heated to reflux overnight. Ether is then added, and the excess hydride is quenched with saturated NaCl. The aqueous phase is separated and extracted with ether. The combined organic phases are washed with 2M NaOH, 2M HCl and saturated NaCl. The solution is dried over NaSO4 and evaporated to yield N-Boc-2-amino-2-methylpropanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04622232
Source datasetuspto-grants-1986_11
ORD IDord-172af0e8147a4620a1362afdebf0c776
Source noteuspto-grants-1986_11