NZ224499A - Process for enantiospecifically preparing (s)-2-ethylamino-1-(3-(trifluoromethyl)phenyl)propane: intermediates used therein - Google Patents

Process for enantiospecifically preparing (s)-2-ethylamino-1-(3-(trifluoromethyl)phenyl)propane: intermediates used therein

Info

Publication number
NZ224499A
NZ224499A NZ224499A NZ22449988A NZ224499A NZ 224499 A NZ224499 A NZ 224499A NZ 224499 A NZ224499 A NZ 224499A NZ 22449988 A NZ22449988 A NZ 22449988A NZ 224499 A NZ224499 A NZ 224499A
Authority
NZ
New Zealand
Prior art keywords
ethylamino
propane
enantiospecifically
trifluoromethyl
phenyl
Prior art date
Application number
NZ224499A
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 NZ224499A publication Critical patent/NZ224499A/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.
NZ224499A 1987-07-16 1988-05-05 Process for enantiospecifically preparing (s)-2-ethylamino-1-(3-(trifluoromethyl)phenyl)propane: intermediates used therein NZ224499A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
NZ224499A true NZ224499A (en) 1990-07-26

Family

ID=9353184

Family Applications (1)

Application Number Title Priority Date Filing Date
NZ224499A NZ224499A (en) 1987-07-16 1988-05-05 Process for enantiospecifically preparing (s)-2-ethylamino-1-(3-(trifluoromethyl)phenyl)propane: intermediates used therein

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
DK373888A (en) 1989-01-17
OA08845A (en) 1989-03-31

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