Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Isopropanol | HCID 3776 | — |
| Edukt | Oxirane, 2-[(octadecyloxy)methyl]- | HCID 61831 | — |
| Edukt | HCID 178418600 | HCID 178418600 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | HCID 178443062 | HCID 178443062 | 2,3% |
Reaktionsschritte
L-arginine (17.4 g, 0.1 mols) was dissolved in 100 ml of water in a three-necked round flask, and 100 ml of i-propanol were added thereto. Then, 32.6 g (0.1 mols) of octadecylglycidyl ether (made by Sakamoto Yakuhin Kogyo Co., Ltd.) were added dropwise thereto over a period of 30 minutes while being heat-refluxed and stirred. Further, the mixture was stirred under reflux for 3 hours. It was identified through TLC and gas chromatography that octadecylglycidyl ether disappeared. Thereafter, the resulting mixture was neutralized with 10.1 g (0.1 mols) of 36% hydrochloric acid. The reaction solution was concentrated under reduced pressure, and the residue was purified through silica-gel column chromatography (Kieselgel 60, eluent=mixture of chloroform, methanol and acetic acid at a ratio of 3:1:0.5) to give 21.2 g of N-(2-hydroxy-3-octadecyloxy)propyl-L-arginine hydrochloride (yield 4.2.3%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US05919748 |
|---|
| Quelldatensatz | uspto-grants-1999_07 |
|---|
| ORD ID | ord-eec09152bcc74d4b9e85eab48def2a0f |
|---|
| Quellennotiz | uspto-grants-1999_07 |
|---|