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) propylamine

Info

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
Application number
ES09501582A
Other languages
Spanish (es)
Other versions
ES2103680B1 (en
Inventor
Carmen Dominguez
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lilly SA
Original Assignee
Lilly SA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Lilly SA filed Critical Lilly SA
Priority to ES9501582A priority Critical patent/ES2103680B1/en
Publication of ES2103680A1 publication Critical patent/ES2103680A1/en
Application granted granted Critical
Publication of ES2103680B1 publication Critical patent/ES2103680B1/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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.
ES9501582A 1995-08-03 1995-08-03 PROCEDURE FOR THE PREPARATION OF N-METHYL-3-PHENYL-3- (P-TRIFLUOROMETHYLPHENOXY) PROPYLAMINE. Expired - Fee Related ES2103680B1 (en)

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)

* Cited by examiner, † Cited by third party
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.

Patent Citations (6)

* Cited by examiner, † Cited by third party
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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