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Triethylamine → tert-Butyl (4-bromo-2-methylphenyl)carbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 4-Bromo-2-methylaniline | HCID 11423 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Di-tert-butyl dicarbonate | HCID 90495 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | tert-Butyl (4-bromo-2-methylphenyl)carbamate | HCID 2735638 | 79.4% |
反応手順
To a solution of 4-bromo-2-methylaniline (1 g, 5.37 mmol,) in 1,4-dioxane (11 mL) and H2O (4 mL), at r.t., were added Et3N (2.7 mL, 1.2 eq) and BOC2O (4.2 g, 1.2 eq). The reaction mixture was stirred at r.t. for 96 hr. Sat.aq. NH4Cl and EtOAc (20 mL) were added and the phases were separated. The aqueous layer was further extracted with EtOAc (2×20 mL). The combined organic extracts were dried over anh. Na2SO4, the solids were filtered and the solvent evaporated. The residue was purified on an SCX cartridge (CH2Cl2, MeOH and NH3(0.5 M in MeOH)) to give the title compound as a white solid (1.22 g, 79%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07427630B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-fa511c497d154a0b80b25451fc45b008 |
| 出典メモ | uspto-grants-2008_09 |