IE881335L - Enantiospecific preparation of an amine - Google Patents

Enantiospecific preparation of an amine

Info

Publication number
IE881335L
IE881335L IE881335A IE133588A IE881335L IE 881335 L IE881335 L IE 881335L IE 881335 A IE881335 A IE 881335A IE 133588 A IE133588 A IE 133588A IE 881335 L IE881335 L IE 881335L
Authority
IE
Ireland
Prior art keywords
ethylamino
trifluoromethylphenyl
propane
benzyl
condensed
Prior art date
Application number
IE881335A
Other versions
IE59990B1 (en
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 IE881335L publication Critical patent/IE881335L/en
Publication of IE59990B1 publication Critical patent/IE59990B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02Compounds 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
    • C07C215/04Compounds 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
    • C07C215/06Compounds 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
    • C07C215/08Compounds 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.
IE133588A 1987-07-16 1988-05-04 New process for the enantiospecific preparation of (s)-2-ethylamino-1-[3-(trifluoromethyl)phenyl]propane IE59990B1 (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 (2)

Publication Number Publication Date
IE881335L true IE881335L (en) 1989-01-16
IE59990B1 IE59990B1 (en) 1994-05-18

Family

ID=9353184

Family Applications (1)

Application Number Title Priority Date Filing Date
IE133588A IE59990B1 (en) 1987-07-16 1988-05-04 New process for the enantiospecific preparation of (s)-2-ethylamino-1-[3-(trifluoromethyl)phenyl]propane

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
PT88011A (en) 1989-06-30
GR1002241B (en) 1996-04-22
DE3865765D1 (en) 1991-11-28
FR2618148A1 (en) 1989-01-20
PT88011B (en) 1995-03-01
DK373888D0 (en) 1988-07-05
GR880100293A (en) 1989-04-12
IE59990B1 (en) 1994-05-18
ES2009944A6 (en) 1989-10-16
AU1908388A (en) 1989-01-19
ZA883484B (en) 1988-11-21
EP0301925B1 (en) 1991-10-23
NZ224499A (en) 1990-07-26
FR2618148B1 (en) 1989-10-27
ATE68783T1 (en) 1991-11-15
OA08845A (en) 1989-03-31
EP0301925A1 (en) 1989-02-01
DK373888A (en) 1989-01-17
AU602101B2 (en) 1990-09-27
DK172313B1 (en) 1998-03-16

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