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P-Cresol → Methyl 2-(4-methylphenoxy)phenylacetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | P-Cresol | HCID 2879 | — |
| 反応物 | 18-Crown-6 | HCID 28557 | — |
| 反応物 | Methyl 2-(2-bromophenyl)acetate | HCID 8063364 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Methyl 2-(4-methylphenoxy)phenylacetate | HCID 13729875 | 59.3% |
反応手順
To a suspension of KH (212 mg, 1.0 eq) in DMF (3 mL) was added a solution of p-cresol (200 mg; 1.85 mmol) in DMF (2 mL) followed by 18-crown-6 (50 mg, 0.2 eq). After stirring the reaction 45 minutes until the foaming subsides, a solution of methyl 2-bromophenylacetate (424 mg, 1.0 eq) in DMF (1 mL) was added, resulting in a purple solution that slowly faded to yellow. The reaction mixture was stirred 2.5 hours and was then concentrated in vacuo. The residue was chromatographed on a flash silica column (130×30 mm) eluted with 5% ethyl actate/hexane to yield 281 mg (62%) of the title compound (Rf =0.38, 5% ethyl acetate/hexane).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05420133 |
| 出典データセット | uspto-grants-1995_05 |
| ORD ID | ord-6e956407de254d9abc56f14dc836e35f |
| 出典メモ | uspto-grants-1995_05 |