AT39443B - Process for the preparation of the bromoisovaleric acid esters of borneol and isoborneol. - Google Patents
Process for the preparation of the bromoisovaleric acid esters of borneol and isoborneol.Info
- Publication number
- AT39443B AT39443B AT39443DA AT39443B AT 39443 B AT39443 B AT 39443B AT 39443D A AT39443D A AT 39443DA AT 39443 B AT39443 B AT 39443B
- Authority
- AT
- Austria
- Prior art keywords
- isoborneol
- borneol
- preparation
- acid esters
- bromoisovaleric acid
- Prior art date
Links
- UEBARDWJXBGYEJ-UHFFFAOYSA-N 2-bromo-3-methylbutanoic acid Chemical class CC(C)C(Br)C(O)=O UEBARDWJXBGYEJ-UHFFFAOYSA-N 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims 2
- DTGKSKDOIYIVQL-UHFFFAOYSA-N Borneol Chemical compound C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 title description 10
- -1 isobornyl bromoisovalerate Chemical compound 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 6
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 3
- DTGKSKDOIYIVQL-MRTMQBJTSA-N Isoborneol Natural products C1C[C@@]2(C)[C@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-MRTMQBJTSA-N 0.000 description 3
- 229940116229 borneol Drugs 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- ICGLOTCMOYCOTB-UHFFFAOYSA-N [Cl].[Zn] Chemical compound [Cl].[Zn] ICGLOTCMOYCOTB-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
EMI1.1
Die bisher unl) ekannten Bromisovaleriansäureester von Borneol und Isoborneol kann man nach vorliegender Erfindung in der Weise darstellen, dass man auf Borneol oder Isoborneol Bromisovaleriansäurehalogenid oder-anhydrid einwirken lässt, oder Bromisovalerian- säure bei Gegenwart geeigneter Kondensationsmittel, wie z. B. Schwefelsäure, Salzsäure, Phosphorsäure, mit Borneol oder Isoborneol zur Umsetzung bringt.
Den Bromisovaleriansäureisobornylester kann man auch in der Weise erhalten, dass man Bromisovaleriansäure auf Kamphon bei Gegenwart geeigneter Kondensationmittel. wie Chlorzink, Schwefelsäure, Salzsäure, Phosphorsäure, Salpetersäure, einwirken lässt. Die Bromisovaleriansäureester des Borneols und Isoborneols, welche der Formel
EMI1.2
EMI1.3
<Desc/Clms Page number 2>
Nach dem Auswaschen desCblorzinks mit Wasser wird der entstandene Bromisovaleriansäureisobornylester mit Sodalösung, dann abermals mit Wasser behandelt, abgeschieden und
EMI2.1
PATENT-ANSPRÜCHE :
1.
Verfahren zur Darstellung der Bromisovaleriansäureester von Borneol und Isoborneol, darin bestehend, dass man Borneol oder Isoborneol mit Bromisovaleriansäure oder deren Derivaten in der bei der Darstellung von Estern üblichen Weise verestert.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
EMI1.1
The previously unknown bromoisovaleric acid esters of borneol and isoborneol can be represented according to the present invention in such a way that bromoisovaleric acid halide or anhydride is allowed to act on borneol or isoborneol, or bromoisovaleric acid in the presence of suitable condensing agents, such as. B. sulfuric acid, hydrochloric acid, phosphoric acid, with borneol or isoborneol for implementation.
The isobornyl bromoisovalerate can also be obtained by adding bromoisovaleric acid to camphor in the presence of suitable condensing agents. such as zinc chloride, sulfuric acid, hydrochloric acid, phosphoric acid, nitric acid. The bromoisovaleric acid esters of borneol and isoborneol, which of the formula
EMI1.2
EMI1.3
<Desc / Clms Page number 2>
After the chlorine zinc has been washed out with water, the isobornyl bromoisovalerate is treated with soda solution and then again treated with water, separated off and
EMI2.1
PATENT CLAIMS:
1.
Process for preparing the bromoisovaleric acid esters of borneol and isoborneol, consisting in esterifying borneol or isoborneol with bromoisovaleric acid or its derivatives in the manner customary in the preparation of esters.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1907205263D DE205263C (en) | 1907-02-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT39443B true AT39443B (en) | 1909-10-25 |
Family
ID=5786262
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT39443D AT39443B (en) | 1907-02-22 | 1908-07-06 | Process for the preparation of the bromoisovaleric acid esters of borneol and isoborneol. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT39443B (en) |
-
1908
- 1908-07-06 AT AT39443D patent/AT39443B/en active
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