DE2257094C3 - Process for the preparation of the diacetyl derivative of p-methoxyphenylacetaldehyde - Google Patents
Process for the preparation of the diacetyl derivative of p-methoxyphenylacetaldehydeInfo
- Publication number
- DE2257094C3 DE2257094C3 DE19722257094 DE2257094A DE2257094C3 DE 2257094 C3 DE2257094 C3 DE 2257094C3 DE 19722257094 DE19722257094 DE 19722257094 DE 2257094 A DE2257094 A DE 2257094A DE 2257094 C3 DE2257094 C3 DE 2257094C3
- Authority
- DE
- Germany
- Prior art keywords
- oxidation
- methoxystyrene
- preparation
- diacetyl derivative
- methoxyphenylacetaldehyde
- 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
- QSJXEFYPDANLFS-UHFFFAOYSA-N diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims 5
- 238000002360 preparation method Methods 0.000 title claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- JEHCHYAKAXDFKV-UHFFFAOYSA-J Lead(IV) acetate Chemical compound CC(=O)O[Pb](OC(C)=O)(OC(C)=O)OC(C)=O JEHCHYAKAXDFKV-UHFFFAOYSA-J 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 claims 6
- 238000007254 oxidation reaction Methods 0.000 claims 6
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 claims 4
- 230000000875 corresponding Effects 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000011780 sodium chloride Substances 0.000 claims 2
- 210000004369 Blood Anatomy 0.000 claims 1
- 239000004606 Fillers/Extenders Substances 0.000 claims 1
- ZOAWCBUDPVVPDZ-UHFFFAOYSA-N [acetyloxy-(4-methoxyphenyl)methyl] acetate Chemical compound COC1=CC=C(C(OC(C)=O)OC(C)=O)C=C1 ZOAWCBUDPVVPDZ-UHFFFAOYSA-N 0.000 claims 1
- 230000002378 acidificating Effects 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 239000008280 blood Substances 0.000 claims 1
- 239000012043 crude product Substances 0.000 claims 1
- 239000012266 salt solution Substances 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 230000002194 synthesizing Effects 0.000 claims 1
- 150000003475 thallium Chemical class 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NRIVMXXOUOBRAG-UHFFFAOYSA-N 2-(4-methoxyphenyl)acetaldehyde Chemical compound COC1=CC=C(CC=O)C=C1 NRIVMXXOUOBRAG-UHFFFAOYSA-N 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
Description
In einem Vierhalskolben, ausgerüstet mu einemIn a four-necked flask, equipped with one
ίο mechanischen Rührer, einem Thermometer und einer Eintropfvorrichtung, der unter einem Stickstoffstroni gehalten wurde, wurden 68 g Bleitetraacetat in 100 cm3 Essigsäure suspendiert. 20 g Methoxystyiol wurden langsam eingetropft, wobei die Temperatur unter 25: C gehalten wurde.With a mechanical stirrer, a thermometer and a dropping device kept under a nitrogen stream, 68 g of lead tetraacetate were suspended in 100 cm 3 of acetic acid. 20 g of methoxystyiol were slowly added dropwise, the temperature being kept below 25 : C.
Nach 2 Stunden wurden 600 cm3 H2O zugesetzt. Das Diacetyldenvat von p-Methoxyphenylacetaldehyd schied sich als dickes Öl aus. Das Wasser wurde anschließend durch Dekantieren entfernt und d;^ öl wurde über Nacht getrocknet, wobei man eine Ausbeute von 31 g erhielt. Das Produkt war teilweise kristallin; aus Ather-Ligroin erhielt man eine kristalline Komponente, die bei 52 ~ C schmolz. Die Ausbeute nach Sublimation betrug 9I0Zo-After 2 hours, 600 cm 3 of H2O were added. The diacetyl denvate of p-methoxyphenylacetaldehyde separated out as a thick oil. The water was then removed by decantation and the oil was dried overnight, a yield of 31 g. The product was partially crystalline; from ether-ligroin a crystalline component was obtained which melted at 52.degree. The yield after sublimation was 9I 0 Zo-
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT31736/71A IT946111B (en) | 1971-11-26 | 1971-11-26 | PROCEDURE FOR THE PREPARATION OF AROMATIC AMINO ACIDS |
| IT3173671 | 1971-11-26 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2257094A1 DE2257094A1 (en) | 1973-05-30 |
| DE2257094B2 DE2257094B2 (en) | 1975-07-24 |
| DE2257094C3 true DE2257094C3 (en) | 1976-03-04 |
Family
ID=
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