化工社化工社 化学情報印刷レポート · 研究参考用
Citric Acid → tert-Butyl (4-ethynyl-2-nitrophenyl)carbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Citric Acid | HCID 311 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | (2-Nitro-4-trimethylsilanylethynyl-phenyl)-carbamic acid tert.-butyl ester | HCID 67289195 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | tert-Butyl (4-ethynyl-2-nitrophenyl)carbamate | HCID 23554338 | 86.3% |
反応手順
To a solution of (2-nitro-4-trimethylsilanylethynyl-phenyl)-carbamic acid tert.-butyl ester (Example F1) (3.54 g, 10.6 mmol) in MeOH (10 mL) and THF (20 mL) at 0° C. was added 1N NaOH (13 mL) and stirring was continued at 23° C. for 30 min. Poured into cold 5% citric acid, extracted with EtOAc (300 mL), washed with sat. NaHCO3-sol. and brine, dried over MgSO4. Removal of the solvent in vacuum left a dark brown oil, which was purified by silica gel column chromatography with hexane/EtOAc 19:1. Obtained as a yellow solid (2.4 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06960578B2 |
| 出典データセット | uspto-grants-2005_11 |
| ORD ID | ord-c2b6e7be404c4aeeb49f23e24dda1c1c |
| 出典メモ | uspto-grants-2005_11 |