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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668378Generated: October 31, 2026

Water → tert-Butyl 4-(hydroxymethyl)phenethylcarbamate

https://huagongshe.com/reaction/1668378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantEthyl 4-(2-(tert-butoxycarbonylamino)ethyl)benzoateHCID 67360059—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 4-(hydroxymethyl)phenethylcarbamateHCID 22337080110.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of ethyl 4-{2-[(tert-butoxycarbonyl)amino]ethyl}benzoate (4 g) in tetrahydrofuran (30 ml) was added lithium aluminum hydride (0.82 g), and the mixture was stirred at 0° C. for 30 min. Water (3.6 ml) and 1N aqueous sodium hydroxide solution (1 ml) were added to quench the reaction, and the precipitate was filtered off. The filtrate was dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (3.8 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989445B2
Source datasetuspto-grants-2011_08
ORD IDord-de4567951caa4cb3ba3d6ee498c63e9d
Source noteuspto-grants-2011_08