ES410164A1 - Un procedimiento para preparar el acido 2-(6-metoxi-2-naf- til) propionico. - Google Patents
Un procedimiento para preparar el acido 2-(6-metoxi-2-naf- til) propionico.Info
- Publication number
- ES410164A1 ES410164A1 ES410164A ES410164A ES410164A1 ES 410164 A1 ES410164 A1 ES 410164A1 ES 410164 A ES410164 A ES 410164A ES 410164 A ES410164 A ES 410164A ES 410164 A1 ES410164 A1 ES 410164A1
- Authority
- ES
- Spain
- Prior art keywords
- naphthyl
- methoxy
- borabicyclo
- nonane
- lower alkyl
- 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
- -1 alkyl 2-bromopropionate Chemical compound 0.000 abstract 3
- 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 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 abstract 2
- 230000020477 pH reduction Effects 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical group [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic System
- C07F5/02—Boron compounds
- C07F5/027—Organoboranes and organoborohydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic System
- C07F1/02—Lithium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic System
- C07F3/02—Magnesium compounds
Abstract
Un procedimiento para preparar el ácido 2-(6-metoxi-2-naftil) propiónico que consiste en a) hacer reaccionar un compuesto de la fórmula**fórmula** donde M es litio o MgX siendo X cloro, bromo o yodo, con 9-borabiciclo-[(3,3,1)]-nonano en un disolvente etéreo, a una temperatura comprendida entre -10º y 20ºC seguido de acidulación para dar el Beta-6-metoxi-2-naftil)-9-borabiciclo-[(3,3,1)]-nonano; b) tratar el Beta-6-metoxi-2-naftil)-9-borabiciclo-[(3,3,1)]-nonano con un 2-bromopropionato de alquilo inferior o un 2-yodorpopionato de alquilo inferior en un disolvente etéreo conteniendo de 0a 75% en volumen de un alcanol terciario inferior y de 2 a 5 equivalentes de un t-alcóxido de metal alcalino, a una temperatura de -10ºC a 20ºC hasta que se forma un 2- (6-metoxi-2-naftil)propionato de alquilo inferior; c) hidrolizar el grupo éster por tratamiento ácido o alcalino seguido de acidulación y d) recuperar de la mezcla reaccionante el ácido 2-(6-metoxi-2-naftil) propiónico y resolverlo para obtener el ácido d 2-(6-metoxi-2-naftil)propiónico.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86245869A | 1969-09-30 | 1969-09-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES410164A1 true ES410164A1 (es) | 1975-12-16 |
Family
ID=25338535
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES410164A Expired ES410164A1 (es) | 1969-09-30 | 1972-12-29 | Un procedimiento para preparar el acido 2-(6-metoxi-2-naf- til) propionico. |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US3651149A (es) |
| ES (1) | ES410164A1 (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5792886A (en) * | 1997-01-08 | 1998-08-11 | Albemarle Corporation | Production of racemic 2-(6-methoxy-2-naphthyl) propionic acid of precursors thereof |
| US6096920A (en) * | 1997-01-08 | 2000-08-01 | Albemarle Corporation | Preparation of carboxylic compounds and their derivatives |
| US6080888A (en) * | 1997-01-08 | 2000-06-27 | Albemarle Corporation | Preparation of olefinic compounds and carboxylic derivatives thereof |
| US5859292A (en) * | 1997-12-11 | 1999-01-12 | Albemarle Corporation | Preparation of high purity sodium (S)-2(6-methoxy-2-naphthyl)propionate |
| US5874614A (en) * | 1997-12-11 | 1999-02-23 | Albemarle Corporation | Sodium (S)-2-(6-methoxy-2-naphthyl)propionate monohydrate |
-
1969
- 1969-09-30 US US862458A patent/US3651149A/en not_active Expired - Lifetime
-
1972
- 1972-12-29 ES ES410164A patent/ES410164A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US3651149A (en) | 1972-03-21 |
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