GB467970A - Improvement in production of morphaline alkanols - Google Patents
Improvement in production of morphaline alkanolsInfo
- Publication number
- GB467970A GB467970A GB32262/35A GB3226235A GB467970A GB 467970 A GB467970 A GB 467970A GB 32262/35 A GB32262/35 A GB 32262/35A GB 3226235 A GB3226235 A GB 3226235A GB 467970 A GB467970 A GB 467970A
- Authority
- GB
- United Kingdom
- Prior art keywords
- morpholine
- alkali
- alkanol
- ether
- reaction mixture
- 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
- C07D295/088—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)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
A morpholine alkanol is produced by hydrolyzing a morpholine alkyl vinyl ether and isolating the product thus obtained, preferably using acid hydrolytic agents and decomposing the morpholine alkanol salt by alkali. A morpholine alkanol may also be isolated from a mixture of amines obtained by reacting a b b <1>-dihalogenated dialkyl ether with ammonia or with a morpholine, preferably at super-atmospheric pressures, the reaction mixture being maintained alkaline during the reaction, treating the reaction mixture with a solution of caustic alkali, concentrating the product thus obtained, preferably in acid solution, and separating therefrom an amine layer, by fractionally separating said layer and collecting the fraction containing the morpholine ethanol. The isolation of the morpholine alkanol from the mixture of amines may be effected by fractional crystallization or fractional distillation, if desired under reduced pressure, and the reaction mixture referred to may be maintained alkaline during the reaction by excess of ammonia or the morpholine, or by caustic alkali. In examples, b b <1>-dichlordiethyl ether is reacted with excess ammonia under pressure, and the alkali-treated reaction mixture is then worked up by distilling off the free amines, extracting the residue with benzene, and either adding the benzene extract to the amine distillate, refractionating, and collecting the fraction boiling from 215 to 235 DEG C. under atmospheric pressure or adding hydrochloric acid to the amine distillate, concentrating by evaporation, treating the residue with sodium hydroxide, separating the amine layer so obtained from the caustic layer, extracting the latter with benzene and fractionating the combined benzene extracts, collecting the fraction boiling at 203--235 DEG C. under atmospheric pressure. Also in further examples, the dimethyl morpholine ethyl vinyl ether, produced according to example 5 of Specification 462,383 is boiled with excess concentrated hydrochloric acid, and morpholine ethanol vinyl ether is boiled with 30 per cent sulphuric acid, the morpholine ethanols being isolated by treatment with alkali and fractionation. Specification 457,481 also is referred to. The Specification as open to inspection under Sect. 91 refers to the catalytic vapour phase hydrogenation of morpholine alkyl vinyl ethers to form morpholine alkyl ethers, at a temperature above the boiling point of the ether being produced. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US467970XA | 1934-12-04 | 1934-12-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB467970A true GB467970A (en) | 1937-06-21 |
Family
ID=21945442
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB32262/35A Expired GB467970A (en) | 1934-12-04 | 1935-11-21 | Improvement in production of morphaline alkanols |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB467970A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1126880B (en) * | 1959-12-28 | 1962-04-05 | Hoechst Ag | Process for the preparation of piperazine derivatives |
-
1935
- 1935-11-21 GB GB32262/35A patent/GB467970A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1126880B (en) * | 1959-12-28 | 1962-04-05 | Hoechst Ag | Process for the preparation of piperazine derivatives |
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