DK373888A - PROCEDURE FOR ENANTIOSPECIFIC PREPARATION OF (S) -2-ETHYLAMINO-1- (3- (TRIFLUOROMETHYL) PHENYL) PROPANE - Google Patents

PROCEDURE FOR ENANTIOSPECIFIC PREPARATION OF (S) -2-ETHYLAMINO-1- (3- (TRIFLUOROMETHYL) PHENYL) PROPANE

Info

Publication number
DK373888A
DK373888A DK373888A DK373888A DK373888A DK 373888 A DK373888 A DK 373888A DK 373888 A DK373888 A DK 373888A DK 373888 A DK373888 A DK 373888A DK 373888 A DK373888 A DK 373888A
Authority
DK
Denmark
Prior art keywords
ethylamino
propane
trifluoromethyl
phenyl
procedure
Prior art date
Application number
DK373888A
Other languages
Danish (da)
Other versions
DK172313B1 (en
DK373888D0 (en
Inventor
Claude Fugier
Michel Leroux
Robert Mauge
Alexandre Alexakis
Jean-Francois Normant
Original Assignee
Adir
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 Adir filed Critical Adir
Publication of DK373888D0 publication Critical patent/DK373888D0/en
Publication of DK373888A publication Critical patent/DK373888A/en
Application granted granted Critical
Publication of DK172313B1 publication Critical patent/DK172313B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/08—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with only one hydroxy group and one amino group bound to the carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

New process for the enantiospecific preparation of (S)-2-ethylamino-1-(3-trifluoromethylphenyl)propane, characterised in that benzaldehyde is condensed with (S)-alaninol and that, after reduction, the product originating from the reaction is condensed with acetaldehyde to obtain (S)-N-benzyl-N-ethyl alaninol, which is subjected to the action of thionyl chloride to give, after neutralisation, (S)-2-(N-benzyl-N-ethylamino)-1-chloropropane, which is in its turn condensed with 3-trifluoromethylphenylmagnesium bromide to give (S)-2-(N-benzyl-N-ethylamino)-1-(3-trifluoromethylphenyl)- propane which, after debenzylation by hydrogenolysis, produces (S)-2-ethylamino-1-(3-trifluoromethylphenyl)propane.
DK373888A 1987-07-16 1988-07-05 Process for enantiospecific preparation of (S) -2-ethylamino-1- [3- (trifluoromethyl) phenyl] propane and intermediates for use in the process DK172313B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8710020 1987-07-16
FR8710020A FR2618148B1 (en) 1987-07-16 1987-07-16 NEW PROCESS FOR THE ENANTIOSPECIFIC PREPARATION OF ETHYLAMINO-2 (TRIFLUOROMETHYL-3 PHENYL) -1 PROPANE

Publications (3)

Publication Number Publication Date
DK373888D0 DK373888D0 (en) 1988-07-05
DK373888A true DK373888A (en) 1989-01-17
DK172313B1 DK172313B1 (en) 1998-03-16

Family

ID=9353184

Family Applications (1)

Application Number Title Priority Date Filing Date
DK373888A DK172313B1 (en) 1987-07-16 1988-07-05 Process for enantiospecific preparation of (S) -2-ethylamino-1- [3- (trifluoromethyl) phenyl] propane and intermediates for use in the process

Country Status (13)

Country Link
EP (1) EP0301925B1 (en)
AT (1) ATE68783T1 (en)
AU (1) AU602101B2 (en)
DE (1) DE3865765D1 (en)
DK (1) DK172313B1 (en)
ES (1) ES2009944A6 (en)
FR (1) FR2618148B1 (en)
GR (1) GR1002241B (en)
IE (1) IE59990B1 (en)
NZ (1) NZ224499A (en)
OA (1) OA08845A (en)
PT (1) PT88011B (en)
ZA (1) ZA883484B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1292595B1 (en) * 1997-06-03 1999-02-08 Alfa Chem Ital PROCESS FOR THE PRODUCTION OF DEXFENFLURAMINE HYDROCHLORIDE.
EP3170807B1 (en) 2015-11-23 2019-12-11 Frau Pharma S.r.l. New method for synthesis of fenfluramine

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH204708A (en) * 1937-07-21 1939-05-15 Chem Fab Vormals Sandoz Process for the preparation of an amino alcohol.
US3198834A (en) * 1964-07-27 1965-08-03 Snc Science Union Et Compagnie Optical isomers of trifluoromethylated phenethylamines
US3792048A (en) * 1970-10-29 1974-02-12 Pacific Res Labor Process for hydrolyzing 3-trifluoromethyl phenethylamines

Also Published As

Publication number Publication date
DE3865765D1 (en) 1991-11-28
EP0301925A1 (en) 1989-02-01
DK172313B1 (en) 1998-03-16
DK373888D0 (en) 1988-07-05
AU1908388A (en) 1989-01-19
FR2618148B1 (en) 1989-10-27
FR2618148A1 (en) 1989-01-20
EP0301925B1 (en) 1991-10-23
ATE68783T1 (en) 1991-11-15
GR1002241B (en) 1996-04-22
PT88011B (en) 1995-03-01
IE881335L (en) 1989-01-16
GR880100293A (en) 1989-04-12
IE59990B1 (en) 1994-05-18
AU602101B2 (en) 1990-09-27
PT88011A (en) 1989-06-30
ES2009944A6 (en) 1989-10-16
ZA883484B (en) 1988-11-21
NZ224499A (en) 1990-07-26
OA08845A (en) 1989-03-31

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