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Pyridine → Acetoxy-(4-acetoxy-3-ethoxyphenyl)-acetic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | Acetic Anhydride | HCID 7918 | — |
| 反応物 | 3-Ethoxy-4-hydroxymandelic acid | HCID 193792 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Acetoxy-(4-acetoxy-3-ethoxyphenyl)-acetic acid | HCID 20778781 | — |
反応手順
Intermediate 2 (45.0 g, 0.212 mol, 1 eq.) was dissolved in DCM (225 mL), pyridine (80 mL, 0.989 mol, 6 eq.) was added and the mixture was cooled in an ice bath under nitrogen. Acetic anhydride (100 mL, 1.06 mol, 4 eq.) was added slowly via addition funnel. The mixture was stirred (−3 hr) until reaction was complete and then diluted with diethyl ether (500 mL) and washed with 1N HCl (4×250 mL). The mixture was extracted into 8% sodium bicarbonate solution (4×80 mL), acidified to ˜pH 4 with 6N HCl, and the product extracted into diethyl ether, giving 41.1 g of intermediate 3 as a white crystalline solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07981931B2 |
| 出典データセット | uspto-grants-2011_07 |
| ORD ID | ord-916302b39ebb4e6a9cf9a4e069260bbf |
| 出典メモ | uspto-grants-2011_07 |