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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21816Generated: October 25, 2026

Hydrogen Bromide → 5-Bromo-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile

https://huagongshe.com/reaction/21816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantAzobisisobutyronitrileHCID 6547—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 13777671HCID 13777671—
SolventHexaneHCID 8058—
SolventCyclohexaneHCID 8078—
Product5-Bromo-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrileHCID 1353557194%

Reaction Steps

To a solution of 50 g of α-allyl-α-isopropyl-3,4-dimethoxy- benzyl cyanide and 2 g of azobisisobutyronitrile in 400 ml of cyclohexane (or n-hexane) gaseous hydrogen bromide was introduced for 70 minutes, when, according to GLC, the reaction mixture did not contain the starting allyl derivative. During the introduction of the hydrogen bromide, the reaction temperature raised to 40° C. The reaction mixture was neutralized with 200 ml of 30% solution of potassium carbonate. The separated cyclohexane solution of the product was washed with water until neutral pH. After drying and evaporating the solvent under diminished pressure, the crude product (61.7 g, 94%) was obtained, which could be used without purification in further reaction step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05424456
Source datasetuspto-grants-1995_06
ORD IDord-b259bfe320c6429e97d7d310b46f9bcf
Source noteuspto-grants-1995_06