IL42078A - Resolution of d and 1,2-(6-methoxy-2-naphthyl)-propionic acid with cinchonidine - Google Patents
Resolution of d and 1,2-(6-methoxy-2-naphthyl)-propionic acid with cinchonidineInfo
- Publication number
- IL42078A IL42078A IL42078A IL4207873A IL42078A IL 42078 A IL42078 A IL 42078A IL 42078 A IL42078 A IL 42078A IL 4207873 A IL4207873 A IL 4207873A IL 42078 A IL42078 A IL 42078A
- Authority
- IL
- Israel
- Prior art keywords
- methoxy
- naphthyl
- cinchonidine
- propionic acid
- salt
- Prior art date
Links
- KMPWYEUPVWOPIM-KODHJQJWSA-N cinchonidine Chemical compound C1=CC=C2C([C@H]([C@H]3[N@]4CC[C@H]([C@H](C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-KODHJQJWSA-N 0.000 title claims 12
- KMPWYEUPVWOPIM-UHFFFAOYSA-N cinchonidine Natural products C1=CC=C2C(C(C3N4CCC(C(C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-UHFFFAOYSA-N 0.000 title claims 5
- CMWTZPSULFXXJA-UHFFFAOYSA-N 2-(6-methoxy-2-naphthalenyl)propanoic acid Chemical compound C1=C(C(C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-UHFFFAOYSA-N 0.000 title claims 4
- 238000000034 method Methods 0.000 claims 10
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical group [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 6
- -1 inorganic base salts Chemical class 0.000 claims 5
- 239000002253 acid Substances 0.000 claims 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 4
- 235000019260 propionic acid Nutrition 0.000 claims 4
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims 4
- 150000007529 inorganic bases Chemical class 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical compound C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 claims 3
- 239000003960 organic solvent Substances 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 239000002585 base Substances 0.000 claims 2
- 230000020477 pH reduction Effects 0.000 claims 2
- BHMLFPOTZYRDKA-IRXDYDNUSA-N (2s)-2-[(s)-(2-iodophenoxy)-phenylmethyl]morpholine Chemical compound IC1=CC=CC=C1O[C@@H](C=1C=CC=CC=1)[C@H]1OCCNC1 BHMLFPOTZYRDKA-IRXDYDNUSA-N 0.000 claims 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
- 238000003776 cleavage reaction Methods 0.000 claims 1
- 238000002425 crystallisation Methods 0.000 claims 1
- 230000008025 crystallization Effects 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 230000007017 scission Effects 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
- C07C59/52—Unsaturated compounds containing hydroxy or O-metal groups a hydroxy or O-metal group being bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B57/00—Separation of optically-active compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24646172A | 1972-04-21 | 1972-04-21 | |
| US35019373A | 1973-04-11 | 1973-04-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL42078A true IL42078A (en) | 1976-08-31 |
Family
ID=26937998
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL42078A IL42078A (en) | 1972-04-21 | 1973-04-20 | Resolution of d and 1,2-(6-methoxy-2-naphthyl)-propionic acid with cinchonidine |
Country Status (19)
-
1973
- 1973-04-13 CA CA168,713A patent/CA995676A/en not_active Expired
- 1973-04-13 IN IN878/CAL/73A patent/IN138786B/en unknown
- 1973-04-16 DE DE2319245A patent/DE2319245C3/de not_active Expired
- 1973-04-18 AR AR247626A patent/AR200998A1/es active
- 1973-04-18 DK DK218673AA patent/DK139715B/da not_active IP Right Cessation
- 1973-04-18 NL NL7305486.A patent/NL164549C/xx not_active IP Right Cessation
- 1973-04-18 GB GB1881573A patent/GB1422015A/en not_active Expired
- 1973-04-18 FI FI1261/73A patent/FI57927C/fi active
- 1973-04-19 IE IE632/73A patent/IE37553B1/xx unknown
- 1973-04-19 ES ES413924A patent/ES413924A2/es not_active Expired
- 1973-04-19 SE SE7305624A patent/SE406083B/xx unknown
- 1973-04-19 CH CH565073A patent/CH574884A5/xx not_active IP Right Cessation
- 1973-04-19 YU YU1058/73A patent/YU36678B/xx unknown
- 1973-04-20 IL IL42078A patent/IL42078A/en unknown
- 1973-04-20 HU HUSI1314A patent/HU166932B/hu unknown
- 1973-04-20 IT IT68148/73A patent/IT1044244B/it active
- 1973-04-20 CS CS2907A patent/CS161980B2/cs unknown
- 1973-04-20 SU SU7301905966A patent/SU571185A3/ru active
- 1973-04-20 AT AT356773A patent/AT325031B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IE37553B1 (en) | 1977-08-17 |
| FI57927B (fi) | 1980-07-31 |
| DE2319245C3 (de) | 1978-12-07 |
| IN138786B (enrdf_load_stackoverflow) | 1976-03-27 |
| DE2319245B2 (de) | 1978-04-06 |
| SU571185A3 (ru) | 1977-08-30 |
| IE37553L (en) | 1973-10-21 |
| NL164549C (nl) | 1981-01-15 |
| CH574884A5 (enrdf_load_stackoverflow) | 1976-04-30 |
| CS161980B2 (enrdf_load_stackoverflow) | 1975-06-10 |
| FI57927C (fi) | 1980-11-10 |
| GB1422015A (en) | 1976-01-21 |
| IT1044244B (it) | 1980-03-20 |
| SE406083B (sv) | 1979-01-22 |
| NL164549B (nl) | 1980-08-15 |
| YU36678B (en) | 1984-08-31 |
| DK139715C (enrdf_load_stackoverflow) | 1979-09-17 |
| HU166932B (enrdf_load_stackoverflow) | 1975-06-28 |
| YU105873A (en) | 1982-06-18 |
| DK139715B (da) | 1979-04-02 |
| AR200998A1 (es) | 1975-02-06 |
| ES413924A2 (es) | 1976-11-16 |
| NL7305486A (enrdf_load_stackoverflow) | 1973-10-23 |
| AT325031B (de) | 1975-09-25 |
| CA995676A (en) | 1976-08-24 |
| DE2319245A1 (de) | 1973-10-25 |
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