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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582381Generated: November 1, 2026

Butyl bromide → 6'-Butoxy-2,6-dichloro-4',5'-dimethoxy-2'-methylbenzophenone

https://huagongshe.com/reaction/582381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyl bromideHCID 8002—
ReactantPotassiumHCID 5462222—
Reactant2,6-Dichloro-3',4'-dimethoxy-2'-hydroxy-6'-methylbenzophenoneHCID 18517395—
SolventDimethylformamideHCID 6228—
Product6'-Butoxy-2,6-dichloro-4',5'-dimethoxy-2'-methylbenzophenoneHCID 22719956—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2,6-dichloro-3',4'-dimethoxy-2'-hydroxy-6'-methyl-benzophenone, potassium salt (1.13 g; 3 mmol), 1-bromobutane (0.69 g, 5 mmol) and dimethyl formamide (5 ml) are stirred at 100° C. for 8 h, and concentrated in vacuo. The residue is dissolved by shaking with a toluene/water mixture, after separation, the organic layer is collected washed with water and dried. After addition of silica gel (5 g), the solvent is evaporated. A flash chromatography column is packed with silica gel (25 g) and the charged silica gel is layered on top of that. Elution with petrol ether/ethyl acetate (95/5, 500 ml) gives the title compound, 0.82 g, (69% y) as colourless crystals, mp. 70° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05922919
Source datasetuspto-grants-1999_07
ORD IDord-cb63e542319b49e4839f0202d2ac75e8
Source noteuspto-grants-1999_07