化工社化工社 化学情報印刷レポート · 研究参考用
Chloride → Coniferyl ferulate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Chloride | HCID 312 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 4-Acetoxyconiferyl alcohol | HCID 131737178 | — |
| 反応物 | 4-Acetoxyferuloyl chloride | HCID 131737179 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Chloroform ethylacetate | HCID 21584013 | — |
| 生成物 | Acetoacetic Acid | HCID 96 | — |
| 生成物 | Coniferyl ferulate | HCID 6441913 | 94% |
反応手順
Coupling of 4-acetoxyferuloyloyl chloride with 4-acetoxyconiferyl alcohol was efficiently carried out using 4-(dimethylamino)-pyridine (DMAP). Thus, 4-acetoxyconiferyl alcohol and 4-acetoxyferuloyl chloride were dissolved in dry CH2Cl2 (120 mL) to which DMAP (0.25 equiv) and Et3N (0.85 equiv) were added. The mixture was stiffed for 2 h, when TLC [CHCl3/EtOAc (5:1)] showed the starting material was converted into a faster moving compound. The solution was diluted with CH2Cl2 and washed successively with aqueous 3% HCl and saturated NH4Cl. Drying over MgSO4, evaporation, and purification by flash chromatography [CHCl3/EtOAc (19:1)] gave the diacetate of coniferyl ferulate (94%) as a pale yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09441235B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-1c29e8ee799c46e9b7cd1445aa3b90f7 |
| 出典メモ | uspto-grants-2016_09 |