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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641846Generated: October 30, 2026

1-Bromo-4-isopropylbenzene → (5-Allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanol

https://huagongshe.com/reaction/641846

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-4-isopropylbenzeneHCID 11462—
ReactantAmmonium ChlorideHCID 25517—
ReactantMagnesiumHCID 5462224—
Reactant5-Allyloxy-2-nitrobenzaldehydeHCID 59259081—
ReactantHCID 178439193HCID 178439193—
SolventTetrahydrofuranHCID 8028—
Product(5-Allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanolHCID 59259038—

Reaction Steps

A solution of 4-isopropylphenylmagnesium bromide prepared from 2.35 g (96.5 mmol) magnesium and 18.15 g (96.5 mmol) 1-bromo-4-isopropylbenzene in 80 ml THF is added slowly at −78° C. to a solution of 20 g (96.5 mmol) 5-allyloxy-2-nitro-benzaldehyde in 200 ml THF. After allowing the reaction mixture to warm up to r.t. saturated aqueous ammonium chloride solution is added. Extraction with ethyl acetate followed by chromatographic purification on silica (hexane/ethyl acetate) yields (5-allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696216B2
Source datasetuspto-grants-2010_04
ORD IDord-50a9984df7594d39a7dce40f88e73ac4
Source noteuspto-grants-2010_04