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2-Chlorobenzylamine → N-(2-chlorobenzyl)-4-hydroxy-2,2-dimethylbutanamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Chlorobenzylamine | HCID 66648 | — |
| 反応物 | 2,2-Dimethyl-4-butyrolactone | HCID 94746 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Trimethylaluminum | HCID 16682925 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | N-(2-chlorobenzyl)-4-hydroxy-2,2-dimethylbutanamide | HCID 59778491 | 83% |
反応手順
To a solution of 3,3-dimethyl-dihydrofuran-2(3H)-one (2.04 g, 17.9 mmol) in THF (15 mL) were added 2-chlorobenzylamine (2.4 mL, 19.9 mmol, 1.1 equiv.) and AlMe3 (2M in toluene, 4.5 mL, 9 mmol, 0.5 equiv.). The reaction mixture was stirred for 3 days. The reaction mixture was saturated NaHCO3 and extracted with EtOAc. The organic layer was washed with saturated NaHCO3, H2O and brine, dried over Na2SO4, and concentrated to give N-(2-chlorobenzyl)-4-hydroxy-2,2-dimethylbutanamide as a white solid (3.8 g, 83%), which was used without further purification. LRMS (M+H+) m/z 256.0.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08071625B2 |
| 出典データセット | uspto-grants-2011_12 |
| ORD ID | ord-89c2c5317b4146b2bc0841bef5b4d8a3 |
| 出典メモ | uspto-grants-2011_12 |