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4-Methylmorpholine → [4-(Morpholin-4-yl)phenyl]methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Methylmorpholine | HCID 7972 | — |
| 反応物 | Ethyl chloroformate | HCID 10928 | — |
| 反応物 | 4-(Morpholin-4-yl)benzoic acid | HCID 345278 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | [4-(Morpholin-4-yl)phenyl]methanol | HCID 2776456 | 18% |
反応手順
A solution of 4-(4-morpholinyl)benzoic acid (1.00 g, 4.83 mmol) and 4-methylmorpholine (0.53 mL, 4.8 mmol) in tetrahydrofuran (25 mL) at −10° C. was treated with ethyl chloroformate (0.46 mL, 4.8 mmol). After 0.25 h, the mixture was treated with sodium borohydride (550 mg, 14.5 mmol) followed by MeOH (50 mL) slowly. The mixture was then treated with 5% HOAC in water and the mixture was concentrated . The residue was purified by chromatography (SiO2, EtOAc:hexanes) yielding 164 mg (18%) of the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06716855B2 |
| 出典データセット | uspto-grants-2004_04 |
| ORD ID | ord-b8e3b5d908134d1b83dcd750c12c9c25 |
| 出典メモ | uspto-grants-2004_04 |