GB360334A - Manufacture of laevo-1-phenyl-2-methylamino-propan-1-ol - Google Patents
Manufacture of laevo-1-phenyl-2-methylamino-propan-1-olInfo
- Publication number
- GB360334A GB360334A GB10375/31A GB1037531A GB360334A GB 360334 A GB360334 A GB 360334A GB 10375/31 A GB10375/31 A GB 10375/31A GB 1037531 A GB1037531 A GB 1037531A GB 360334 A GB360334 A GB 360334A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methylamine
- solution
- phenyl
- class
- platinum
- 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
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 12
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 6
- 239000000243 solution Substances 0.000 abstract 6
- 239000007864 aqueous solution Substances 0.000 abstract 3
- 229910052697 platinum Inorganic materials 0.000 abstract 3
- ZBFFNPODXBJBPW-SECBINFHSA-N (S)-phenylacetylcarbinol Chemical compound CC(=O)[C@@H](O)C1=CC=CC=C1 ZBFFNPODXBJBPW-SECBINFHSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- 239000000975 dye Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- KWGRBVOPPLSCSI-PEHGTWAWSA-N (2s)-2-(methylamino)-1-phenylpropan-1-ol Chemical compound CN[C@@H](C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-PEHGTWAWSA-N 0.000 abstract 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 abstract 1
- 150000001398 aluminium Chemical class 0.000 abstract 1
- 238000001311 chemical methods and process Methods 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000000855 fermentation Methods 0.000 abstract 1
- 230000004151 fermentation Effects 0.000 abstract 1
- MYWUZJCMWCOHBA-SECBINFHSA-N levmetamfetamine Chemical compound CN[C@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-SECBINFHSA-N 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A41—WEARING APPAREL
- A41H—APPLIANCES OR METHODS FOR MAKING CLOTHES, e.g. FOR DRESS-MAKING OR FOR TAILORING, NOT OTHERWISE PROVIDED FOR
- A41H43/00—Other methods, machines or appliances
Abstract
l-1-phenyl-2-methylaminopropan-1-ol (laevoephedrine) is prepared by condensing l-1-phenylpropan-1-ol-2-one with methylamine and catalytically reducing the product. According to an example, l-phenylpropanolone is shaken in ethereal solution with an aqueous solution of methylamine and the reaction mixture then treated with hydrogen in the presence of a colloidal solution of platinum. Specifications 280,574, [Class 1 (i), Chemical processes &c.], 297,385 and 313,617, [both in Class 2 (iii), Dyes &c.], are referred to.ALSO:l-1 - Phenyl - 2 - methylaminopropan - 1 - ol (l voephedrine) is prepared by condensing l-1-phenylpropan-1-ol-2-one with methylamine and simultaneously or subsequently reducing the product. The starting material may be obtained in known manner by the fermentation of a sugar solution with yeast in the presence of benzaldehyde. According to the examples, l-phenylpropanolone is (1) added to an ethereal solution of methylamine in presence of activated aluminium and water slowly run in, (2) treated with hydrogen in presence of colloidal platinum and an aqueous solution of methylamine, (3) shaken in ethereal solution with an aqueous solution of methylamine until condensation occurs and the product then hydrogenated in the presence of a colloidal solution of platinum. Specifications 280,574, 297,385, and 313,617, [all in Class 2 (iii), Dyes &c.], are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE360334X | 1930-04-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB360334A true GB360334A (en) | 1931-11-05 |
Family
ID=6293315
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10375/31A Expired GB360334A (en) | 1930-04-08 | 1931-04-08 | Manufacture of laevo-1-phenyl-2-methylamino-propan-1-ol |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH156890A (en) |
| GB (1) | GB360334A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2509309A (en) * | 1947-05-23 | 1950-05-30 | Rhone Poulenc Sa | Preparation of ephedrine and salts thereof |
-
1931
- 1931-03-09 CH CH156890D patent/CH156890A/en unknown
- 1931-04-08 GB GB10375/31A patent/GB360334A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2509309A (en) * | 1947-05-23 | 1950-05-30 | Rhone Poulenc Sa | Preparation of ephedrine and salts thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CH156890A (en) | 1932-08-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB360334A (en) | Manufacture of laevo-1-phenyl-2-methylamino-propan-1-ol | |
| GB731917A (en) | Manufacture of 2-ethyl-hexanal-(1) and 2-ethyl-hexanol-(1) | |
| GB323693A (en) | Improvements in the saccharification of wood and other cellulosic materials | |
| GB297363A (en) | Improvements in or relating to the manufacture of light-sensitive layers | |
| GB371374A (en) | Improvements in and relating to the catalytic reduction of indigo | |
| GB357541A (en) | Improvements in and relating to the manufacture of yeast by the aeration process | |
| GB421486A (en) | Improvements in the manufacture and production of methylamines | |
| GB534738A (en) | Manufacture of adenosine | |
| GB379677A (en) | Improvements in and relating to therapeutic compounds containing silver | |
| GB460248A (en) | Manufacture of 2-aminoquinizarin and the substitution products thereof | |
| Alexander | The Importance of" Impurities." | |
| CA307222A (en) | Process of simultaneously distilling, purifying and dehydrating alcohol obtained from fermented mash | |
| GB246507A (en) | Improvements in dyeing and printing animal and vegetable materials | |
| GB362204A (en) | The manufacture of a substitute for amyl alcohol | |
| GB301087A (en) | Process for the manufacture of thymol and menthol | |
| GB286602A (en) | Improvements in the manufacture and production of vat dyestuffs of the dibenzanthrone series | |
| GB368027A (en) | Improvements in the manufacture and production of dimethylol urea | |
| GB306939A (en) | ||
| GB308471A (en) | Process for making durable yeast | |
| GB907183A (en) | Improvements in the production of cyclododecanone | |
| GB301119A (en) | Process of making 1.3-diamino-2-hydroxy-anthraquinone from 4-hydroxy-ortho-benzoyl-benzoic acid, the intermediate products and the process of making the same | |
| GB291127A (en) | Improvements in or relating to the manufacture of yeast | |
| GB313615A (en) | Manufacture of condensation products from formaldehyde, thiourea and urea | |
| GB689393A (en) | Process for the preparation of 10-amino-decanoic acid | |
| GB357039A (en) | Process of rendering paper and cardboard impermeable |