JPS62111952A - 〔２−（４−アセトキシ−２−イソプロピル−５−メチルフエノキシ）エチル〕−ジメチルアミン塩酸塩の製法 - Google Patents
〔２−（４−アセトキシ−２−イソプロピル−５−メチルフエノキシ）エチル〕−ジメチルアミン塩酸塩の製法Info
- Publication number
- JPS62111952A JPS62111952A JP25317385A JP25317385A JPS62111952A JP S62111952 A JPS62111952 A JP S62111952A JP 25317385 A JP25317385 A JP 25317385A JP 25317385 A JP25317385 A JP 25317385A JP S62111952 A JPS62111952 A JP S62111952A
- Authority
- JP
- Japan
- Prior art keywords
- hydrochloric acid
- methylphenoxy
- isopropyl
- ethyl
- reaction
- 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.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 title abstract description 48
- VRYMTAVOXVTQEF-UHFFFAOYSA-N acetic acid [4-[2-(dimethylamino)ethoxy]-2-methyl-5-propan-2-ylphenyl] ester Chemical compound CC(C)C1=CC(OC(C)=O)=C(C)C=C1OCCN(C)C VRYMTAVOXVTQEF-UHFFFAOYSA-N 0.000 title 1
- 239000000126 substance Substances 0.000 claims description 9
- -1 4-acetoxy-2-isopropyl-5-methylphenoxy Chemical group 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract description 27
- 239000002904 solvent Substances 0.000 abstract description 10
- 239000013078 crystal Substances 0.000 abstract description 9
- HJGRPZCEBPNMDU-UHFFFAOYSA-N 4-[2-(dimethylamino)ethoxy]-2-methyl-5-propan-2-ylphenol Chemical compound CC(C)C1=CC(O)=C(C)C=C1OCCN(C)C HJGRPZCEBPNMDU-UHFFFAOYSA-N 0.000 abstract description 7
- 238000006243 chemical reaction Methods 0.000 abstract description 7
- 238000001914 filtration Methods 0.000 abstract description 7
- 239000006227 byproduct Substances 0.000 abstract description 4
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 3
- 239000012295 chemical reaction liquid Substances 0.000 abstract 1
- 230000003247 decreasing effect Effects 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 210000005036 nerve Anatomy 0.000 abstract 1
- 238000005580 one pot reaction Methods 0.000 abstract 1
- 230000002889 sympathetic effect Effects 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000007789 gas Substances 0.000 description 5
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 5
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 238000006640 acetylation reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- IPWGSXZCDPTDEH-UHFFFAOYSA-N Moxisylyte hydrochloride Chemical compound [Cl-].CC(C)C1=CC(OC(C)=O)=C(C)C=C1OCC[NH+](C)C IPWGSXZCDPTDEH-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 230000021736 acetylation Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- KSKTVNNRMXUMIY-UHFFFAOYSA-N n,n-dimethylethanamine;hydrochloride Chemical compound Cl.CCN(C)C KSKTVNNRMXUMIY-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25317385A JPS62111952A (ja) | 1985-11-11 | 1985-11-11 | 〔２−（４−アセトキシ−２−イソプロピル−５−メチルフエノキシ）エチル〕−ジメチルアミン塩酸塩の製法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25317385A JPS62111952A (ja) | 1985-11-11 | 1985-11-11 | 〔２−（４−アセトキシ−２−イソプロピル−５−メチルフエノキシ）エチル〕−ジメチルアミン塩酸塩の製法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62111952A true JPS62111952A (ja) | 1987-05-22 |
| JPS6319502B2 JPS6319502B2 (enrdf_load_stackoverflow) | 1988-04-22 |
Family
ID=17247549
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP25317385A Granted JPS62111952A (ja) | 1985-11-11 | 1985-11-11 | 〔２−（４−アセトキシ−２−イソプロピル−５−メチルフエノキシ）エチル〕−ジメチルアミン塩酸塩の製法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62111952A (enrdf_load_stackoverflow) |
-
1985
- 1985-11-11 JP JP25317385A patent/JPS62111952A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6319502B2 (enrdf_load_stackoverflow) | 1988-04-22 |
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