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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046381Generated: October 31, 2026

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

https://huagongshe.com/reaction/1046381

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 numberUS08569317B2
Source datasetuspto-grants-2013_10
ORD IDord-f207a885c7864ff19f59d437910e44a9
Source noteuspto-grants-2013_10