참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Nitrogen | HCID 947 | — |
| 반응물 | Ammonium Chloride | HCID 25517 | — |
| 반응물 | 2-Bromo-1,3-thiazole-5-carbaldehyde | HCID 2773259 | — |
| 반응물 | Trimethylaluminum | HCID 16682925 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | Heptane | HCID 8900 | — |
| 생성물 | 1-(2-Bromothiazol-5-yl)ethanol | HCID 59135194 | — |
반응 단계
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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08536209B2 |
|---|
| 출처 데이터셋 | uspto-grants-2013_09 |
|---|
| ORD ID | ord-c67d3271e4b54c058774ed5ec8e8fc63 |
|---|
| 출처 메모 | uspto-grants-2013_09 |
|---|
