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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911243Generated: October 30, 2026

Benzyl Bromide → HCID 21913792, compound

https://huagongshe.com/reaction/911243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
Reactanttert-butyl N-(2-hydroxyethyl)carbamateHCID 2733206—
CatalystTetrabutylammonium IodideHCID 67553—
ProductHCID 21913792HCID 2191379230.8%

Reaction Steps

Dissolve tert-butyl-N-(2-hydroxyethyl)-carbamate (10 mL, 64.5 mmol) in anhydrous THY (500 mL) at 0° C. Add sodium hydride (60% in mineral oil, 3.1 g, 77.4 mmol) and stir for 30 min at 0° C. Add benzyl bromide (9.2 mL, 77 mmol) followed by tetrabutylammonium iodide (3.7 g, 10 mmol) and stir at ambient temperature overnight. Quench with water (500 mL), extract with diethyl ether (3×100 mL), wash the combined organic extracts with brine, dry over MgSO4, filter, and evaporate to give the desired intermediate (5 g), that was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022062B2
Source datasetuspto-grants-2011_09
ORD IDord-9e12870181044dd48373619ebd9811bb
Source noteuspto-grants-2011_09