関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Nitrogen | HCID 947 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | 2-Bromo-1,3-thiazole-5-carbaldehyde | HCID 2773259 | — |
| 反応物 | Trimethylaluminum | HCID 16682925 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Heptane | HCID 8900 | — |
| 生成物 | 1-(2-Bromothiazol-5-yl)ethanol | HCID 59135194 | — |
反応手順
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of commercially available 2-bromo-thiazole-5-carbaldehyde (1.80 g, 9.37 mmol) in CH2Cl2 (70.0 mL) was treated at 0° C. with trimethylaluminum (46.0 mL of a 1M solution in heptane, 46 mmol). The reaction mixture was then stirred at 0° C. for 45 min. CH2Cl2 (100.0 mL) followed by sat. aq. NH4Cl (100 mL) was then added. The mixture was then treated with 1N HCl (50 mL) and the aq. layer was extracted with CH2Cl2 (150 mL). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a yellow oil. TLC:rf (1:2 hept-EA)=0.40. LC-MS-conditions 02: tR=0.70 min; [M+AcCN+H]+=249.17.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08536209B2 |
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| 出典データセット | uspto-grants-2013_09 |
|---|
| ORD ID | ord-c67d3271e4b54c058774ed5ec8e8fc63 |
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| 出典メモ | uspto-grants-2013_09 |
|---|
