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Sodium hydride → 2-[3-(Methoxymethoxy)-4-methylphenyl]-1,3-benzoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Bromo(bromomethoxy)methane | HCID 13349653 | — |
| 反応物 | 5-(1,3-Benzoxazol-2-yl)-2-methylphenol | HCID 21991000 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-[3-(Methoxymethoxy)-4-methylphenyl]-1,3-benzoxazole | HCID 21991002 | — |
反応手順
A solution of 5-(1,3-benzoxazol-2-yl)-2-methylphenol (200 mg, 0.89 mmol) in THF (6 mL) was cooled to −78° C. under Argon and sodium hydride (24 mg, 1.0 mmol) was added. After 30 min at this temperature, bromomethyl ether (225 mg, 1.8 mmol) was added via syringe. The reaction was warmed to rt for 1 h. The reaction mixture was concentrated and the residue was purified by flash column (silica gel, hexanes:EtOAc 4:1) to afford 2-[3-(methoxymethoxy)-4-methylphenyl]-1,3-benzoxazole. MS (ESI) 270 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07087601B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-aa5a2b97ad7343c18a3533749cd3c636 |
| 出典メモ | uspto-grants-2006_08 |