DE235357C - - Google Patents
Info
- Publication number
- DE235357C DE235357C DENDAT235357D DE235357DA DE235357C DE 235357 C DE235357 C DE 235357C DE NDAT235357 D DENDAT235357 D DE NDAT235357D DE 235357D A DE235357D A DE 235357DA DE 235357 C DE235357 C DE 235357C
- Authority
- DE
- Germany
- Prior art keywords
- parts
- cinnamic acid
- heated
- ether
- acid
- 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.)
- Active
Links
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 22
- 229930016911 cinnamic acid Natural products 0.000 claims description 11
- 235000013985 cinnamic acid Nutrition 0.000 claims description 11
- 150000001298 alcohols Chemical class 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000011780 sodium chloride Substances 0.000 claims description 3
- 150000001851 cinnamic acid derivatives Chemical class 0.000 claims description 2
- 230000000875 corresponding Effects 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 240000006523 Abies balsamea Species 0.000 description 2
- 235000007173 Abies balsamea Nutrition 0.000 description 2
- 239000004857 Balsam Substances 0.000 description 2
- 235000015912 Impatiens biflora Nutrition 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000010626 work up procedure Methods 0.000 description 2
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-Dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-Chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 1
- 206010063409 Acarodermatitis Diseases 0.000 description 1
- 235000014150 Myroxylon pereirae Nutrition 0.000 description 1
- 244000302151 Myroxylon pereirae Species 0.000 description 1
- 208000005687 Scabies Diseases 0.000 description 1
- 241000447727 Scabies Species 0.000 description 1
- 210000003491 Skin Anatomy 0.000 description 1
- 208000006641 Skin Disease Diseases 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 101710006866 bath-36 Proteins 0.000 description 1
- NGHOLYJTSCBCGC-VAWYXSNFSA-N benzyl (E)-3-phenylprop-2-enoate Chemical compound C=1C=CC=CC=1/C=C/C(=O)OCC1=CC=CC=C1 NGHOLYJTSCBCGC-VAWYXSNFSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE235357C true DE235357C (fr) |
Family
ID=495140
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT235357D Active DE235357C (fr) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE235357C (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006047466A2 (fr) * | 2004-10-21 | 2006-05-04 | Duke University | Medicaments ophtalmologiques |
| WO2007127639A2 (fr) * | 2006-04-26 | 2007-11-08 | Aerie Pharmaceuticals, Inc. | Promédicaments dérivés d'acides utilisant des alcools avec des groupes hydroxy homotopes et procédés pour leur élaboration et leur utilisation |
-
0
- DE DENDAT235357D patent/DE235357C/de active Active
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006047466A2 (fr) * | 2004-10-21 | 2006-05-04 | Duke University | Medicaments ophtalmologiques |
| WO2006047466A3 (fr) * | 2004-10-21 | 2006-09-21 | Univ Duke | Medicaments ophtalmologiques |
| US8642644B2 (en) | 2004-10-21 | 2014-02-04 | Duke University | Ophthamological drugs |
| WO2007127639A2 (fr) * | 2006-04-26 | 2007-11-08 | Aerie Pharmaceuticals, Inc. | Promédicaments dérivés d'acides utilisant des alcools avec des groupes hydroxy homotopes et procédés pour leur élaboration et leur utilisation |
| WO2007127639A3 (fr) * | 2006-04-26 | 2008-06-12 | Aerie Pharmaceuticals Inc | Promédicaments dérivés d'acides utilisant des alcools avec des groupes hydroxy homotopes et procédés pour leur élaboration et leur utilisation |
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