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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
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | DL-alpha-Tocopherol | HCID 2116 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Phosphorus oxychloride | HCID 24813 | — |
| 反応物 | 5-(3,4-Dibromobutyl)pyridine-2-carboxylic acid | HCID 216720 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 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% |
反応手順
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.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04443459 |
| 出典データセット | uspto-grants-1984_04 |
| ORD ID | ord-0801488a9c9c43d29905ce2f45f8ec31 |
| 出典メモ | uspto-grants-1984_04 |