IE881335L - Enantiospecific preparation of an amine - Google Patents
Enantiospecific preparation of an amineInfo
- 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
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.
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)
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)
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 |
-
1987
- 1987-07-16 FR FR8710020A patent/FR2618148B1/en not_active Expired
-
1988
- 1988-05-03 EP EP88401067A patent/EP0301925B1/en not_active Expired - Lifetime
- 1988-05-03 DE DE8888401067T patent/DE3865765D1/en not_active Expired - Lifetime
- 1988-05-03 AT AT88401067T patent/ATE68783T1/en not_active IP Right Cessation
- 1988-05-04 IE IE133588A patent/IE59990B1/en not_active IP Right Cessation
- 1988-05-05 NZ NZ224499A patent/NZ224499A/en unknown
- 1988-05-05 GR GR880100293A patent/GR1002241B/en not_active IP Right Cessation
- 1988-05-11 OA OA59350A patent/OA08845A/en unknown
- 1988-05-17 ZA ZA883484A patent/ZA883484B/en unknown
- 1988-06-22 ES ES8801937A patent/ES2009944A6/en not_active Expired
- 1988-07-05 DK DK373888A patent/DK172313B1/en not_active IP Right Cessation
- 1988-07-15 PT PT88011A patent/PT88011B/en active IP Right Grant
- 1988-07-15 AU AU19083/88A patent/AU602101B2/en not_active Ceased
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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Legal Events
Date | Code | Title | Description |
---|---|---|---|
MM4A | Patent lapsed |