GB708805A - Improvements in the manufacture of basic tertiary alcohols - Google Patents
Improvements in the manufacture of basic tertiary alcoholsInfo
- Publication number
- GB708805A GB708805A GB1434850A GB1434850A GB708805A GB 708805 A GB708805 A GB 708805A GB 1434850 A GB1434850 A GB 1434850A GB 1434850 A GB1434850 A GB 1434850A GB 708805 A GB708805 A GB 708805A
- Authority
- GB
- United Kingdom
- Prior art keywords
- piperidino
- hydrogenation
- dimethylamino
- cyclohexyl
- pyrrolidino
- 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
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
- C07D295/092—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 with aromatic radicals attached to the chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
3 - Pyrrolidino - and 3 - piperidino - 1 - cyclohexyl-1-phenylpropan-1-ol are manufactured by catalytic hydrogenation of the corresponding 1 : 1-diphenyl compounds, the reaction being stopped when a small excess over 3 molecular proportions of hydrogen are absorbed. The products are useful pharmaceutically, particularly in the form of their salts with acid which are non-toxic in the dosages employed. In examples: (1) 3-piperidino-1 : 1-diphenylpropan-1-ol dissolved in glacial acetic acid is shaken with hydrogen in the presence of platinum oxide; (2) the acetic acid in (1) is diluted with water; (3) aqueous ethanolic hydrochloric acid is used as solvent and the hydrogenation effected at an initial hydrogen pressure of 29 atmospheres; (4) the hydrogenation in (1) is effected under an initial hydrogen pressure of 67 atmospheres; (5) 3-pyrrolidino - 1 : 1 - diphenylpropan - 1 - ol is hydrogenated as in (1). Specification 646,198 is referred to. The first Provisional Specification comprises additionally, with examples, the hydrogenation of 3-piperidino-1 : 1-diphenyl- or -1-phenyl-1-cyclohexylpropan-1-ol to 3-piperidino-1 : 1-dicyclohexylpropan-1-ol. The second Provisional Specification comprises generally the preparation of compounds of the general formula <FORM:0708805/IV (b)/1> wherein R represents a dimethylamino, diethylamino, methylethylamino, morpholino, pyrrolidino or piperidino group, and R1 represents hydrogen or an alkyl group of 1-3 carbon atoms, by partial hydrogenation of the corresponding 1 : 1-diphenyl compounds (obtainable by the process of Specification 624,118), additional examples describing the preparation of 3-dimethylamino-, 3-diethylamino- and 3-morpholino - 1 - cyclohexyl - 1 - phenylpropan - 1-ol, 3-piperidino- and 3-dimethylamino-1-cyclohexyl-1-phenylbutan-1-ol, and 3-piperidino- and 3 - dimethylamino - 1 - cyclohexyl - 1-phenylhexan-1-ol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1434850A GB708805A (en) | 1950-06-08 | 1950-06-08 | Improvements in the manufacture of basic tertiary alcohols |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1434850A GB708805A (en) | 1950-06-08 | 1950-06-08 | Improvements in the manufacture of basic tertiary alcohols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB708805A true GB708805A (en) | 1954-05-12 |
Family
ID=10039575
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1434850A Expired GB708805A (en) | 1950-06-08 | 1950-06-08 | Improvements in the manufacture of basic tertiary alcohols |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB708805A (en) |
-
1950
- 1950-06-08 GB GB1434850A patent/GB708805A/en not_active Expired
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