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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971673Generated: November 1, 2026

Water → tert-Butyl (2-hydroxyethyl)(prop-2-yn-1-yl)carbamate

https://huagongshe.com/reaction/1971673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactanttert-Butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(prop-2-yn-1-yl)carbamateHCID 11324466—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl (2-hydroxyethyl)(prop-2-yn-1-yl)carbamateHCID 11672867115.9%

Reaction Steps

To a solution of 950 mg of 10c in 5 ml of THF was added 5 ml of 1M tetra-n-butyl ammonium fluoride in THF. The mixture was stirred for 1 hr at RT and then poured into 50 ml of water and extracted with ethyl acetate. The crude product thus obtained was chromatographed on silica gel (using a gradient of heptane/ethyl acetateas eluent) and provided 700 mg of 10d, as a colorless oil; Rf 0.35 (heptane/ethyl acetate 1/1);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431564B2
Source datasetuspto-grants-2013_04
ORD IDord-bf9bb8e58aad41f9bb4a9d040233a80b
Source noteuspto-grants-2013_04