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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1089441Generated: October 30, 2026

Sodium Hydroxide → HCID 22159365, compound

https://huagongshe.com/reaction/1089441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-(Bromomethyl)-3-phenoxybenzeneHCID 94544—
ReactantAzane;hydrateHCID 12896473—
Reactant1649468-09-6HCID 22159355—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 22159365HCID 22159365—

Reaction Steps

1.9 g (10.2 mmol) of 2-(6-chloro-pyrid-3-yl)-2-methylpropanol are dissolved in 15 ml of toluene, 2.7 g (10.3 mmol) of 3-phenoxy-benzyl bromide are added and a solution of 0.6 g (1.8 mmol) of tetra-n-butylammonium hydrogen sulfate in 5 g of 50% strength sodium hydroxide solution is added. The mixture is stirred at 70°-80° C. for 2 hours, mixed with a mixture of 2 ml of methanol and 2 ml of concentrated ammonia water and finally all distributed between water and toluene. The organic phase is washed with ammonium chloride solution, the solvent is removed and the crude product is purified through a silica gel column. 2.4 g (62.9% of theory) of a weakly yellowish oil are thus obtained. The oil is distilled in the bulb tube at 0.03 mbar and 230°-240° C. apparatus temperature.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04966902
Source datasetuspto-grants-1990_10
ORD IDord-249405c6a89148e2807de39e8cc55f78
Source noteuspto-grants-1990_10