GB354975A - Manufacture of optically active phenylpropanol-methylamines - Google Patents
Manufacture of optically active phenylpropanol-methylaminesInfo
- Publication number
- GB354975A GB354975A GB21821/30A GB2182130A GB354975A GB 354975 A GB354975 A GB 354975A GB 21821/30 A GB21821/30 A GB 21821/30A GB 2182130 A GB2182130 A GB 2182130A GB 354975 A GB354975 A GB 354975A
- Authority
- GB
- United Kingdom
- Prior art keywords
- base
- methylamines
- phenylpropanol
- manufacture
- ligroin
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- WACISKSFUZAPHY-UHFFFAOYSA-N methanamine 1-phenylpropan-1-ol Chemical class C1(=CC=CC=C1)C(CC)O.CN WACISKSFUZAPHY-UHFFFAOYSA-N 0.000 title 1
- 239000002585 base Substances 0.000 abstract 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- FEWJPZIEWOKRBE-LWMBPPNESA-N levotartaric acid Chemical compound OC(=O)[C@@H](O)[C@H](O)C(O)=O FEWJPZIEWOKRBE-LWMBPPNESA-N 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 239000003208 petroleum Substances 0.000 abstract 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 abstract 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 229960001270 d- tartaric acid Drugs 0.000 abstract 1
- 235000019441 ethanol Nutrition 0.000 abstract 1
- BALXUFOVQVENIU-GHXDPTCOSA-N hydron;(1s,2r)-2-(methylamino)-1-phenylpropan-1-ol;chloride Chemical compound Cl.CN[C@H](C)[C@@H](O)C1=CC=CC=C1 BALXUFOVQVENIU-GHXDPTCOSA-N 0.000 abstract 1
- -1 ligroin Chemical compound 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
In the resolution of 1-phenyl-2-methylaminopropanol-1 by means of d-tartaric acid in the presence of certain organic solvents, the d- and l-bases obtained are freed from contaminating racemic base by treatment with petroleum ether, benzine, ligroin, or cyclohexane, in which the racemic base is only sparingly soluble. The organic solvents employed in the resolution are those from which the d-tartrate of the d-base crystallizes first; ethyl alcohol, propyl alcohol and water are specified in this connection. Examples are given in which the d- and l-bases, obtained from their d-tartrates by addition of alkali, are boiled with a small quantity, or recrystallized from a larger quantity of petroleum ether, benzine, cyclohexane or ligroin, whereby the contaminating racemic base remains undissolved or separates.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE354975X | 1929-07-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB354975A true GB354975A (en) | 1931-08-20 |
Family
ID=6289836
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB21821/30A Expired GB354975A (en) | 1929-07-19 | 1930-07-18 | Manufacture of optically active phenylpropanol-methylamines |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB354975A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999058532A1 (en) * | 1998-05-11 | 1999-11-18 | Bayer Aktiengesellschaft | Method for producing (s,s)-benzyl-2,8-diazabicyclo[4.3.0]nonane |
-
1930
- 1930-07-18 GB GB21821/30A patent/GB354975A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999058532A1 (en) * | 1998-05-11 | 1999-11-18 | Bayer Aktiengesellschaft | Method for producing (s,s)-benzyl-2,8-diazabicyclo[4.3.0]nonane |
| US6235908B1 (en) | 1998-05-11 | 2001-05-22 | Bayer Aktiengesellschaft | Method for producing (S,S)-benzyl-2,8-diazabicyclo[4.3.0]nonane |
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