HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
DL-alpha-Tocopherol → 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-yl 5-(3,4-dibromobutyl)pyridine-2-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | DL-alpha-Tocopherol | HCID 2116 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Phosphorus oxychloride | HCID 24813 | — |
| Edukt | 5-(3,4-Dibromobutyl)pyridine-2-carboxylic acid | HCID 216720 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-yl 5-(3,4-dibromobutyl)pyridine-2-carboxylate | HCID 3069868 | 81% |
Reaktionsschritte
2.42 g of 5-(3,4-dibromobutyl)picolinic acid, 2.15 g of dl-α-tocopherol and 4.0 ml of triethylamine were dissolved in 15 ml of methylene chloride, and with stirring under ice cooling, a solution of 1.0 ml of phosphorus oxychloride in 5 ml of methylene chloride was added dropwise. The reaction was performed at this temperature for 3 hours. The reaction mixture was washed with 2 N hydrochloric acid, and then with water, and dried. Then, methylene chloride was distilled off. The residue was chromatographed on a column of silica gel using benzene/ethyl acetate (4:1) as an eluent to give 3.03 g of dl-α-tocopheryl 5-(3,4-dibromobutyl)picolinate as a slightly yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04443459 |
| Quelldatensatz | uspto-grants-1984_04 |
| ORD ID | ord-0801488a9c9c43d29905ce2f45f8ec31 |
| Quellennotiz | uspto-grants-1984_04 |