関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 4-Hydroxy-3-methylbenzoic acid | HCID 68138 | — |
| 反応物 | 2-Bromoethyl methyl ether | HCID 80972 | — |
| 反応物 | Phosphonium, tetrabutyl-, hydroxide (1:1) | HCID 84487 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-(2-Methoxyethoxy)-3-methylbenzoic acid | HCID 58551370 | 6.7% |
反応手順
To a solution of 4-hydroxy-3-methyl-benzoic acid (2.0 g, 13 mmol) in THF (24 mL) was added tetrabutylphosphonium hydroxide (18 mL of 40% w/v, 26 mmol). The reaction mixture was cooled to 0° C. and then 1-bromo-2-methoxy-ethane (1.8 g, 1.2 mL, 13 mmol) was added. The reaction mixture was allowed to warm to room temperature overnight. The reaction mixture was acidified using 1M HCl and the aqueous layer was extracted with ethyl acetate. The organics were dried over sodium sulfate and concentrated in vacuo to yield 4-(2-methoxyethoxy)-3-methylbenzoic acid (182 mg, 6%). ESI-MS m/z calc. 210.2. Found 209.2 (M-H)−; Retention time: 0.96 minutes (3 min run).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08828996B2 |
|---|
| 出典データセット | uspto-grants-2014_09 |
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| ORD ID | ord-5d725e47a55940a89ffe32a8dd1e32ff |
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| 出典メモ | uspto-grants-2014_09 |
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