IP Library Granted Patent US 9,938,248
Granted Patent B2
US 9,938,248 · App. 15/798,330 · Granted Apr 10, 2018

Method for preparing 3-trifluoromethyl chalcones

Inventor: Gary David Annis (Landenberg, PA)
Assignee: E.I. du Pont de Nemours and Company
C07D261/04C07C17/35C07C45/455C07C45/70C07C49/80C07C49/813C07C67/343C07C205/45C07C209/74C07C231/12C07C231/14C07C235/84C07D213/40C07D231/12C07D231/14C07D231/16C07D249/08C07D249/10C07D277/28
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Quick Facts
Patent No.
US 9,938,248
App. No.
15/798,330
Granted
Apr 10, 2018
Kind
B2
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.

Claims (1)

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

Assignments (2)
NUNC PRO TUNC ASSIGNMENT Recorded Feb 21, 2024
From: E.I. DU PONT DE NEMOURS AND COMPANY
To: CORTEVA AGRISCIENCE LLC
Reel/Frame 066507/0548 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2017
From: ANNIS, GARY DAVID
To: E.I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 044905/0198 →
Continuity (7)
Division 15455691 · Mar 10, 2017
Division 14683423 · Apr 10, 2015
Division 14041938 · Sep 30, 2013
Division 12933493
Provisional Application 61080437 · Jul 14, 2008
Provisional Application 61043452 · Apr 9, 2008
Related Publication 20180057468A1 · Mar 1, 2018