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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641819Generated: October 30, 2026

Dimethylformamide → 4-(4-Isopropyl-phenyl)-1-(3-methane-sulphonyl-benzyl)-5-propargyloxy-phenyl-methanone

https://huagongshe.com/reaction/641819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Chloro-methyl-3-methanesulphonyl-benzeneHCID 21349798—
Reactant(2-Amino-5-(prop-2-yn-1-yloxy)phenyl)(4-isopropylphenyl)methanoneHCID 45139628—
Product4-(4-Isopropyl-phenyl)-1-(3-methane-sulphonyl-benzyl)-5-propargyloxy-phenyl-methanoneHCID 86604381—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 100 mg (0.34 mmol) (2-amino-5-propargyloxy-phenyl)-(4-isopropyl-phenyl)-methanone, 80 mg (0.58 mmol) K2CO3 and 77 mg (0.375 mmol) 1-chloro-methyl-3-methanesulphonyl-benzene in 1 ml dimethylformamide is stirred at 80° C. for 6 h and at 100° C. for 3 h. Then the reaction mixture is poured onto water and extracted with ethyl acetate. The combined organic layers are washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=2:1) to afford the title compound as a yellow foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696216B2
Source datasetuspto-grants-2010_04
ORD IDord-3fa8ad21a69a455aa883827b1a5e7463
Source noteuspto-grants-2010_04