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(+-)-2-Butanol → 2-phenyl-1-(1-phenyl-1H-1,2,3-triazol-5-yl)ethanamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (+-)-2-Butanol | HCID 6568 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | 1-phenyl-1H-1,2,3-triazole-5-carbonitrile | HCID 84653709 | — |
| 反応物 | HCID 178418336 | HCID 178418336 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-phenyl-1-(1-phenyl-1H-1,2,3-triazol-5-yl)ethanamine | HCID 90281247 | — |
反応手順
To a solution of 9C (280 mg, 1.63 mmol) in tetrahydrofuran (5 mL), benzylmagnesium chloride (2M in THF) (1.23 mL, 2.46 mmol) was added dropwise. After 3 hours, 3 mL of 2-butanol was added to the reaction and sodium borohydride (0.5 g) was added to the mixture by portion. The reaction was monitored by LC/Mass until it was done. Methanol (5 mL) was added to the mixture. The organic layer was washed with brine and extracted with ethyl acetate (50 mL twice). The organic layer was dried with Na2SO4, filtered and concentrated. The crude product was purified by flash column (Rf: 0.3, 3% MeOH/DCM) to provide the desired product. MS (m/z) 265 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09220710B2 |
| 出典データセット | uspto-grants-2015_12 |
| ORD ID | ord-55b96b07b7ae4eed898402a7696ec0dc |
| 出典メモ | uspto-grants-2015_12 |