ES2103680A1 - Process for the preparation of N-methyl-3-phenyl-3-(p- trifluoromethylphenoxy) propylamine - Google Patents
Process for the preparation of N-methyl-3-phenyl-3-(p- trifluoromethylphenoxy) propylamineInfo
- Publication number
- ES2103680A1 ES2103680A1 ES09501582A ES9501582A ES2103680A1 ES 2103680 A1 ES2103680 A1 ES 2103680A1 ES 09501582 A ES09501582 A ES 09501582A ES 9501582 A ES9501582 A ES 9501582A ES 2103680 A1 ES2103680 A1 ES 2103680A1
- Authority
- ES
- Spain
- Prior art keywords
- trifluoromethylphenoxy
- phenyl
- converting
- reaction
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Abstract
Process for the preparation of N-methyl-3-phenyl-3-(p- trifluoromethylphenoxy) propylamine Comprises the following stages: causing benzyl alcohol to react first with sodium hydride in dimethylacetamide and then with 1-chloro-4-(trifluoromethyl)benzene in order to obtain benzyl p-trifluoromethylphenyl ether, converting this into 4-phenyl-4-(p-trifluoromethylphenoxy)butene by reaction with first n-butyl-lithium/tetramethylethylene diamine reagent and then with allyl bromide, converting the product obtained into 3-phenyl-3-(p- trifluoromethylphenoxy)propanol using an ozonolysis reaction, converting the product obtained into title product I by reaction with methylamine under the conditions of formation of the corresponding imine, and subsequent in situ reduction of the imine formed using sodium cyanoborohydride. Finally product I is converted into its hydrochloride by adding hydrogen chloride. The invention is of use in the advantageous industrial preparation of I.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES9501582A ES2103680B1 (en) | 1995-08-03 | 1995-08-03 | PROCEDURE FOR THE PREPARATION OF N-METHYL-3-PHENYL-3- (P-TRIFLUOROMETHYLPHENOXY) PROPYLAMINE. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES9501582A ES2103680B1 (en) | 1995-08-03 | 1995-08-03 | PROCEDURE FOR THE PREPARATION OF N-METHYL-3-PHENYL-3- (P-TRIFLUOROMETHYLPHENOXY) PROPYLAMINE. |
Publications (2)
Publication Number | Publication Date |
---|---|
ES2103680A1 true ES2103680A1 (en) | 1997-09-16 |
ES2103680B1 ES2103680B1 (en) | 1998-04-01 |
Family
ID=8291286
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES9501582A Expired - Fee Related ES2103680B1 (en) | 1995-08-03 | 1995-08-03 | PROCEDURE FOR THE PREPARATION OF N-METHYL-3-PHENYL-3- (P-TRIFLUOROMETHYLPHENOXY) PROPYLAMINE. |
Country Status (1)
Country | Link |
---|---|
ES (1) | ES2103680B1 (en) |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES433720A1 (en) * | 1974-01-10 | 1976-12-01 | Lilly Co Eli | Arloxyphenylpropylamines |
ES8707175A1 (en) * | 1986-06-13 | 1987-07-16 | Inke Sa | N-Methyl tri:fluoro:methyl-phenoxy phenyl-propylamine prepn. |
EP0529842A2 (en) * | 1991-08-27 | 1993-03-03 | Teva Pharmaceutical Industries, Ltd. | Production of fluoxetine and new intermediates |
WO1994000416A1 (en) * | 1992-06-26 | 1994-01-06 | Richter Gedeon Vegyészeti Gyár Rt. | Preparation of n-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propylamine and acid addition salts thereof |
ES2057187T3 (en) * | 1989-01-10 | 1994-10-16 | Grato Magnone | PROCEDURE FOR THE PREPARATION OF FLUOXETINE CHLORHYDRATE. |
ES2062131T3 (en) * | 1989-03-03 | 1994-12-16 | Orion Yhtymae Oy | PROCEDURE FOR THE PREPARATION OF N-METHYL-3- (P-TRIFLUOROMETILFENOXI) -3-PHENYLPROPYLAMINE AND ITS SALTS. |
-
1995
- 1995-08-03 ES ES9501582A patent/ES2103680B1/en not_active Expired - Fee Related
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES433720A1 (en) * | 1974-01-10 | 1976-12-01 | Lilly Co Eli | Arloxyphenylpropylamines |
ES8707175A1 (en) * | 1986-06-13 | 1987-07-16 | Inke Sa | N-Methyl tri:fluoro:methyl-phenoxy phenyl-propylamine prepn. |
ES2057187T3 (en) * | 1989-01-10 | 1994-10-16 | Grato Magnone | PROCEDURE FOR THE PREPARATION OF FLUOXETINE CHLORHYDRATE. |
ES2062131T3 (en) * | 1989-03-03 | 1994-12-16 | Orion Yhtymae Oy | PROCEDURE FOR THE PREPARATION OF N-METHYL-3- (P-TRIFLUOROMETILFENOXI) -3-PHENYLPROPYLAMINE AND ITS SALTS. |
EP0529842A2 (en) * | 1991-08-27 | 1993-03-03 | Teva Pharmaceutical Industries, Ltd. | Production of fluoxetine and new intermediates |
WO1994000416A1 (en) * | 1992-06-26 | 1994-01-06 | Richter Gedeon Vegyészeti Gyár Rt. | Preparation of n-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propylamine and acid addition salts thereof |
Also Published As
Publication number | Publication date |
---|---|
ES2103680B1 (en) | 1998-04-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EC2A | Search report published |
Date of ref document: 19970916 Kind code of ref document: A1 Effective date: 19970916 |
|
FD1A | Patent lapsed |
Effective date: 20060804 |