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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247599Generated: October 30, 2026

Sodium hydride → tert-Butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(prop-2-yn-1-yl)carbamate

https://huagongshe.com/reaction/1247599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 3608067—
Reactanttert-butyl N-(prop-2-yn-1-yl)carbamateHCID 11073648—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Producttert-Butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(prop-2-yn-1-yl)carbamateHCID 11324466—

Reaction Steps

The sub-titled compound was prepared from tert-butyl prop-2-yn-1-ylcarbamate (0.8 g), 60% sodium hydride (0.227 g), (2-bromoethoxy)-tert-butyldimethylsilane (1 ml) and anhydrous N-methyl-2-pyrrolidinone (4 ml) by the method of Example 2(ii). The crude product was purified by chromatography on silica gel eluting with iso-hexane:ethyl acetate (25:1) to afford (0.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129246B2
Source datasetuspto-grants-2006_10
ORD IDord-02cdf0af95e44dc8a1e835742a00a0c9
Source noteuspto-grants-2006_10