GB936322A - Method for preparing n-alkylmorpholines - Google Patents
Method for preparing n-alkylmorpholinesInfo
- Publication number
- GB936322A GB936322A GB4245061A GB4245061A GB936322A GB 936322 A GB936322 A GB 936322A GB 4245061 A GB4245061 A GB 4245061A GB 4245061 A GB4245061 A GB 4245061A GB 936322 A GB936322 A GB 936322A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxide
- weight
- morpholine
- total
- catalyst
- 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
- C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/023—Preparation; Separation; Stabilisation; Use of additives
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/72—Copper
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Catalysts (AREA)
Abstract
In the preparation of N-alkyl morpholines, by reacting a morpholine with a non-tertiary alkanol in the presence of hydrogen under pressure, and a catalyst (Group IV(b), the catalyst comprises (A) a mixture of 50-90% by weight of cobalt or nickel, and 10-50% by weight of copper based on the total weight of metals, and (B) 0,5-5% by weight, based on the total, of chromium oxide, titanium oxide, thorium oxide, magnesium oxide, zinc oxide, manganese oxide, or rare earth oxides, chromium oxide being preferred. In Example I, the catalyst is prepared by calcining the coprecipitated carbonates of nickel, copper, and chromium, the resultant mixture of oxides being reduced by hydrogen.ALSO:N-alkyl morpholines are prepared by reacting a morpholine, or a C-substituted morpholine, with a non-tertiary alkanol, in the presence of hydrogen under pressure and a catalyst which comprises (A) a mixture of 50-90% by weight of cobalt or nickel and 10-50% by weight of copper based on the total weight of the metals, and (B) 0.5 to 5% by weight based on the total of chromium oxide, titanium oxide, thorium oxide, magnesium oxide, zinc oxide, manganese oxide, or rare earth oxides. The morpholine may be substituted in from 1 to 4 of the C-positions of the ring with alkyl groups containing from 1-4 carbon atoms. The proportion of non-tertiary alkanol to morpholine is from 1 to 10 moles/mole of morpholine. The non-tertiary alkanol may contain from 1 to 30 carbon atoms. The total pressure of the system is from 500-5000 p.s.i.g., which includes a partial pressure of hydrogen of 10-100 atmospheres. The reaction time is from 5 mins. to 5 hours. Examples describe the preparation of: (1) and (3) N-methylmorpholine; (2) N-ethylmorpholine; (4) 2-methyl-N-methylmorpholine; (5) N-stearylmorpholine; (6) N-cetylmorpholine; (7) N-C12-C14 alkylmorpholine; (8) N-isopropylmorpholine; and (9) N-ethyl-2,6-dimethylmorpholine. The N-alkylmorpholines may be used in the production of polyurethane foams.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US7187660A | 1960-11-28 | 1960-11-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB936322A true GB936322A (en) | 1963-09-11 |
Family
ID=22104161
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4245061A Expired GB936322A (en) | 1960-11-28 | 1961-11-28 | Method for preparing n-alkylmorpholines |
Country Status (2)
Country | Link |
---|---|
DE (1) | DE1216311B (en) |
GB (1) | GB936322A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0017651A1 (en) * | 1977-08-29 | 1980-10-29 | The Dow Chemical Company | Improved method of producing amines from alcohols, aldehydes, ketones and mixtures thereof and catalyst used |
CN110713469A (en) * | 2019-09-26 | 2020-01-21 | 宿州亿帆药业有限公司 | Synthesis process of tridemorph |
CN111675677A (en) * | 2020-07-13 | 2020-09-18 | 江苏富比亚化学品有限公司 | Synthesis process of N-methylmorpholine |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2543279A1 (en) * | 1975-09-27 | 1977-04-07 | Basf Ag | PROCESS FOR THE PREPARATION OF N-SUBSTITUTED TETRAHYDRO-1.4-OXAZINES |
DE2657476A1 (en) * | 1976-12-18 | 1978-06-22 | Basf Ag | MORPHOLINE DERIVATIVES |
-
1961
- 1961-11-28 DE DEJ20909A patent/DE1216311B/en active Pending
- 1961-11-28 GB GB4245061A patent/GB936322A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0017651A1 (en) * | 1977-08-29 | 1980-10-29 | The Dow Chemical Company | Improved method of producing amines from alcohols, aldehydes, ketones and mixtures thereof and catalyst used |
CN110713469A (en) * | 2019-09-26 | 2020-01-21 | 宿州亿帆药业有限公司 | Synthesis process of tridemorph |
CN111675677A (en) * | 2020-07-13 | 2020-09-18 | 江苏富比亚化学品有限公司 | Synthesis process of N-methylmorpholine |
Also Published As
Publication number | Publication date |
---|---|
DE1216311B (en) | 1966-05-12 |
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