Method for preparing 3-trifluoromethyl chalcones

Patent metadata

Field	Value
Publication number	US-9938248-B2
Application number	US-201715798330-A
Country	US
Kind code	B2
Filing date	Oct 30, 2017
Priority date	Apr 9, 2008
Publication date	Apr 10, 2018
Grant date	Apr 10, 2018

Abstract

Disclosed is a method for preparing a compound of Formula 1 wherein Q and Z are as defined in the disclosure comprising distilling water from a mixture comprising a compound of Formula 2, a compound of Formula 3, a base comprising at least one compound selected from the group consisting of alkaline earth metal hydroxides of Formula 4 wherein M is Ca, Sr or Ba, alkali metal carbonates of Formula 4a wherein M 1 is Li, Na or K, 1,5-diazabicyclo[4.3.0]non-5-ene and 1,8-diazabicyclo[5.4.0]undec-7-ene, and an aprotic solvent capable of forming a low-boiling azeotrope with water. Also disclosed is a method for preparing a compound of Formula 2 comprising (1) forming a reaction mixture comprising a Grignard reagent derived from contacting a compound of Formula 5 wherein X is Cl, Br or I with magnesium metal or an alkylmagnesium halide in the presence of an ethereal solvent, and then (2) contacting the reaction mixture with a compound of Formula 6 wherein Y is OR 11 or NR 12 R 13 , and R 11 , R 12 and R 13 are as defined in the disclosure. Further disclosed is a method for preparing a compound of Formula 7 wherein Q and Z are as defined in the disclosure, using a compound of Formula 1 characterized by preparing the compound of Formula 1 by the method disclosed above or using a compound of Formula 1 prepared by the method disclosed above.

First claim

What is claimed is:

1. A compound which is 1-chloro-3-iodo-5-(trifluoromethyl)benzene.

Assignees

• Du Pont

Inventors

• Annis Gary David

Classifications

• C07D231/14

  with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms · CPC title

• C07C49/80

  containing halogen · CPC title

• C07C17/35

  by reactions not affecting the number of carbon or of halogen atoms in the reaction · CPC title

• C07C25/13

  containing fluorine · CPC title

• C07C235/84

  with the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring · CPC title