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US4650914A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for producing 1,1,2,3-tetrachloropropene

Assignee: Monsanto Technology LLC
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Filing: 1985-01-09
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Granted: 1987-03-17
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Expires: 2005-01-09
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Abstract

Abstract A process is disclosed for preparing 1,1,2,3-tetrachloropropene comprising allylic rearrangement of 2,3,3,3-tetrachloropropene using a substantially anhydrous ferric chloride catalyst. Alternatively, 1,1,2,3-tetrachloropropene is prepared by dehydrochlorination of 1,1,1,2,3-pentachloropropane using a ferric chloride catalyst. Process schemes commencing with the preparation of the precursor 1,1,1,3-tetrachloropropane by reaction of ethylene with carbon tetrachloride are also disclosed.

Inventors

  • 👤 Scott S. Woodard

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 18:54
CPC Classifications
C; C07; C07C; C07C21/00; C07C21/02; C07C21/04; C07C17/00; C07C17/013; C07C17/04; C07C17/25; C07C17/26; C07C17/272; C07C17/275; C07C17/35; C07C17/358; C07C17/38; C07C17/383; C07C17/386

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 112 words
A process for producing 1,1,2,3-tetrachloropropene comprising the steps of: preparing 1,1,1,3-tetrachloropropane by reacting ethylene with carbon tetrachloride in the presence of both a source of metallic iron that is effective as an activator for the reaction, and a promoter for the reaction, said promoter being selected from trialkyl phosphites; dehydrochlorinating said 1,1,1,3-tetrachloropropane to produce a mixture of 1,1,3- and 3,3,3-trichloropropenes; chlorinating at least one of the trichloropropenes obtained by said dehydrochlorination of 1,1,1,3-tetrachloropropane to produce 1,1,1,2,3-pentachloropropane; dehydrochlorinating the 1,1,1,2,3-pentachloropropane to produce a mixture of 1,1,2,3- and 2,3,3,3-tetrachloropropenes; and contacting the mixture of tetrachloropropenes with an allylic rearrangement catalyst provided by substantially anhydrous ferric chloride, thereby converting the 2,3,3,3-tetrachloropropene content thereof to 1,1,2,3-tetrachloropropene.
Claim 2
Dependent Claim 112 words
A process for producing 1,1,2,3-tetrachloropropene comprising the steps of: preparing 1,1,1,3-tetrachloropropane by reacting ethylene with carbon tetrachloride in the presence of both a source of metallic iron that is effective as an activator for the reaction, and a promoter for the reaction, said promoter being selected from trialkyl phosphites; dehydrochlorinating said 1,1,1,3-tetrachloropropane to produce a mixture of 1,1,3- and 3,3,3-trichloropropenes; chlorinating at least one of the trichloropropenes obtained by said dehydrochlorination of 1,1,1,3-tetrachloropropane to produce 1,1,1,2,3-pentachloropropane; dehydrochlorinating the 1,1,1,2,3-pentachloropropane to produce a mixture of 1,1,2,3- and 2,3,3,3-tetrachloropropenes; and contacting the mixture of tetrachloropropenes with an allylic rearrangement catalyst provided by substantially anhydrous ferric chloride, thereby converting the 2,3,3,3-tetrachloropropene content thereof to 1,1,2,3-tetrachloropropene.
Claim 3
Dependent Claim 52 words
A process as set forth in claim 1 wherein the reaction between ethylene and carbon tetrachloride is carried out in a reaction system comprising a liquid phase in contact with said source of metallic iron, said liquid phase comprising carbon tetrachloride and said promoter, said promoter being compatible with said carbon tetrachloride.
Claim 4
Dependent Claim 22 words
A process as set forth in claim 2 wherein said liquid phase contains ferric chloride prior to the initiation of said reaction.
Claim 5
Dependent Claim 22 words
A process as set forth in claim 3 wherein said promoter is initially present in molar excess with respect to ferric chloride.
Claim 6
Dependent Claim 109 words
A process for producing 1,1,2,3-tetarchloropropene comprising the steps of: preparing 1,1,1,3-tetrachloropropane by reacting ethylene with carbon tetrachloride in the presence of both a source of metallic iron that is effective as an activator for the reaction, and a promoter for the reaction, said promoter being selected from the group consisting of trialkyl phosphites and phosphorus (V) compounds containing a phosphoryl group; dehydrochlorinating said 1,1,1,3-tetrachloropropane to produce a mixture of 1,1,3- and 3,3,3-trichloropropenes; chlorinating at least one of the trichloropropenes obtained by said dehydrochlorination of 1,1,1,3-tetrachloropropane to produce 1,1,1,2,3-pentachloropropane; and contacting said 1,1,1,2,3-pentachloropropane with a catalytic proportion of substantially anhydrous ferric chloride, thereby effecting dehydrochlorination of the 1,1,1,2,3-pentachloropropane to 1,1,2,3-tetrachloropropene.
Claim 7
Dependent Claim 109 words
A process for producing 1,1,2,3-tetarchloropropene comprising the steps of: preparing 1,1,1,3-tetrachloropropane by reacting ethylene with carbon tetrachloride in the presence of both a source of metallic iron that is effective as an activator for the reaction, and a promoter for the reaction, said promoter being selected from the group consisting of trialkyl phosphites and phosphorus (V) compounds containing a phosphoryl group; dehydrochlorinating said 1,1,1,3-tetrachloropropane to produce a mixture of 1,1,3- and 3,3,3-trichloropropenes; chlorinating at least one of the trichloropropenes obtained by said dehydrochlorination of 1,1,1,3-tetrachloropropane to produce 1,1,1,2,3-pentachloropropane; and contacting said 1,1,1,2,3-pentachloropropane with a catalytic proportion of substantially anhydrous ferric chloride, thereby effecting dehydrochlorination of the 1,1,1,2,3-pentachloropropane to 1,1,2,3-tetrachloropropene.

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-03-16 1990-09-15 1991-03-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-03-16 1994-09-15 1995-03-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-03-16 1998-09-15 1999-03-17 $7700.00 Window Closed / Lapsed

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