IP Library Granted Patent US 9,975,823
Granted Patent B2
US 9,975,823 · App. 15/515,322 · Granted May 22, 2018

Process for the preparation of 5-bromo-1,2,3-trichlorobenzene

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Quick Facts
Patent No.
US 9,975,823
App. No.
15/515,322
Granted
May 22, 2018
Kind
B2
Abstract

The present invention relates to a process for the preparation of a compound of formula I (I), comprising reacting a compound of formula II (II), with a brominating agent in the presence of an acidic catalyst to a compound of formula III (III), and reacting the compound of formula III in tetrahydrofuran or 2-methyl-tetrahydrofuran with potassium tert-butoxide to a compound of formula I.

Claims (13)

1. A process for the preparation of a compound of formula I

comprising

a) reacting a compound of formula II

with a brominating agent in the presence of an acidic catalyst to a compound of formula III,

and, wherein the acidic catalyst is sulfuric acid, hydrochloric acid, phosphoric acid, Lewis acids or acidic catalyst prepared in situ by mixing bromine with iron powder; and wherein the brominating agent is bromine or N-bromo succinimide;

b) reacting the compound of formula III in tetrahydrofuran or 2-methyl-tetrahydrofuran with potassium tert-butoxide to form a compound of formula I.

2. A process according to claim 1 , wherein the Lewis acid is iron (III) bromide, aluminum bromide, boron trifluoride etherate or titanium tetrachloride.

3. A process according to claim 1 , wherein the compound of formula III is reacted in tetrahydrofuran with potassium tert-butoxide to form a compound of formula I.

4. A process according to claim 1 comprising

a) reacting a compound of formula II

with a brominating agent selected from the group consisting of bromine and N-bromo succinimide in the presence of an acidic catalyst selected from the group consisting of sulfuric acid, hydrochloric acid, phosphoric acid, Lewis acids and acidic catalyst prepared in situ by mixing bromine with iron powder, to form a compound of formula III,

and

b) reacting the compound of formula III in tetrahydrofuran with potassium tert-butoxide to form a compound of formula I.

Assignments (2)
MERGER AND CHANGE OF NAME Recorded Mar 14, 2025
From: SYNGENTA PARTICIPATIONS AG; SYNGENTA PARTICIPATIONS AG
To: SYNGENTA CROP PROTECTION AG
Reel/Frame 070517/0838 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2018
From: SMITS, HELMARS
To: SYNGENTA PARTICIPATIONS AG
Reel/Frame 044919/0147 →