GB1351718A - Resolution of racemic 1-o-toloxy-3-2,2,5,5,-tetramethyl-pyrrolidin- 1-yl-2-propanol - Google Patents
Resolution of racemic 1-o-toloxy-3-2,2,5,5,-tetramethyl-pyrrolidin- 1-yl-2-propanolInfo
- Publication number
- GB1351718A GB1351718A GB3190072A GB3190072A GB1351718A GB 1351718 A GB1351718 A GB 1351718A GB 3190072 A GB3190072 A GB 3190072A GB 3190072 A GB3190072 A GB 3190072A GB 1351718 A GB1351718 A GB 1351718A
- Authority
- GB
- United Kingdom
- Prior art keywords
- toloxy
- propanol
- isomer
- acid
- active acid
- 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.)
- Expired
Links
- KFZMGEQAYNKOFK-UHFFFAOYSA-N 2-propanol Substances CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 title 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 6
- 239000002253 acid Substances 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- ALJMIOMYHUNJQX-UHFFFAOYSA-N 1-(2-methylphenoxy)-3-(2,2,5,5-tetramethylpyrrolidin-1-yl)propan-2-ol Chemical compound CC1=CC=CC=C1OCC(O)CN1C(C)(C)CCC1(C)C ALJMIOMYHUNJQX-UHFFFAOYSA-N 0.000 abstract 2
- 206010048610 Cardiotoxicity Diseases 0.000 abstract 1
- 231100000259 cardiotoxicity Toxicity 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 229960005015 local anesthetics Drugs 0.000 abstract 1
- 239000012452 mother liquor Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000002244 precipitate Substances 0.000 abstract 1
- 239000011975 tartaric acid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11259971A | 1971-07-08 | 1971-07-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1351718A true GB1351718A (en) | 1974-05-01 |
Family
ID=22344805
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3190072A Expired GB1351718A (en) | 1971-07-08 | 1972-07-07 | Resolution of racemic 1-o-toloxy-3-2,2,5,5,-tetramethyl-pyrrolidin- 1-yl-2-propanol |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3754003A (enExample) |
| BE (1) | BE786017A (enExample) |
| CH (1) | CH549540A (enExample) |
| FR (1) | FR2144763B1 (enExample) |
| GB (1) | GB1351718A (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5823399B2 (ja) * | 1973-08-23 | 1983-05-14 | ウェルファイド株式会社 | フエノキシ アミノ プロバノ−ルユウドウタイ ノ セイソクウホウ |
| DE2505423A1 (de) * | 1975-02-08 | 1976-08-19 | Merck Patent Gmbh | Biphenylylaether und verfahren zu ihrer herstellung |
| US5227526A (en) * | 1992-06-16 | 1993-07-13 | Mallinckrodt Specialty Chemicals Company | Resolution of 3-dimethylamino-2-methylpropiophenone (3-DAMP) |
| FR2707289B1 (fr) * | 1993-07-06 | 1995-08-11 | Chemoxal Sa | Procédé de préparation d'un composé hydroxylé d'amine secondaire ou tertiaire. |
| JP2000507970A (ja) * | 1997-01-10 | 2000-06-27 | メルク エンド カンパニー インコーポレーテッド | キラルメディエータの効率的な合成 |
| US5856492A (en) * | 1997-01-10 | 1999-01-05 | Merck & Co., Inc. | Efficient synthesis of a chiral mediator |
-
1971
- 1971-07-08 US US00112599A patent/US3754003A/en not_active Expired - Lifetime
-
1972
- 1972-07-04 FR FR7224142A patent/FR2144763B1/fr not_active Expired
- 1972-07-07 CH CH1021972A patent/CH549540A/fr not_active IP Right Cessation
- 1972-07-07 BE BE786017A patent/BE786017A/xx unknown
- 1972-07-07 GB GB3190072A patent/GB1351718A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2144763B1 (enExample) | 1975-10-31 |
| BE786017A (fr) | 1972-11-03 |
| FR2144763A1 (enExample) | 1973-02-16 |
| US3754003A (en) | 1973-08-21 |
| CH549540A (fr) | 1974-05-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |