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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2227883Generated: October 29, 2026

Water → HCID 53700676, compound

https://huagongshe.com/reaction/2227883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,4-DibromobutaneHCID 8056—
ReactantSodium HydroxideHCID 14798—
Reactantalpha-Vinylbenzyl alcoholHCID 92986—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
ProductHCID 53700676HCID 53700676—

Reaction Steps

An amount of 20 g (0.5 mol) of sodium hydroxide and 20 ml of water were placed into a four-necked flask of 300 ml in capacity and then stirred to prepare a homogeneous solution. The temperature of this solution was reverted to room temperature, and then thereto a solution as prepared by dissolving 13.42 g (0.1 mol) of vinylbenzyl alcohol (mixture of m-isomer and p-isomer), 32.39 g (0.15 mol) of 1,4-dibromobutane, and 3.22 g (0.01 mol) of tetrabutylammonium bromide into 100 ml of toluene was added. While being vigorously stirred, the resultant mixed solution was allowed to react at 40° C. for 6 hours. Thereafter, the solution was separated and then sufficiently washed with water. The resultant organic layer was dried by adding thereto magnesium sulfate, and then toluene was distilled off under reduced pressure. The resultant solution was distilled in the presence of DPPH (diphenylpicryl-2-hydrazyl) under vacuum (boiling point: 125˜128° C./16 Pa) to obtain a colorless transparent liquid of 4-bromobutoxymethylstyrene. The yield amount was 15.0 g, and the yield ratio was 56 mol %.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06414182B1
Source datasetuspto-grants-2002_07
ORD IDord-b3315b21c2744d95b981fbf7df1e558c
Source noteuspto-grants-2002_07