참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | 3-Benzyloxyaniline | HCID 92892 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | 6-Bromopyridine-2-carbaldehyde | HCID 2757009 | — |
| 반응물 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 용매 | 1,2-Dichloroethane | HCID 11 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | (3-Benzyloxy-phenyl)-(6-bromo-pyridin-2-ylmethyl)-amine | HCID 86620293 | 80% |
반응 단계
To a solution of 3-benzyloxyaniline (0.70 g, 3.51 mmol) in 1,2-dichloroethane (10 ml) were added 6-bromo-pyridine-2-carboxaldehyde (0.65 g, 3.51 mmol), sodium triacetoxyborohydride (1.49 g, 7.03 mmol) and acetic acid (0.80 ml, 14.1 mmol). The reaction mixture was shaken at 40° C. overnight. For work-up dichloromethane (100 ml) and 1 M sodium bicarbonate solution (40 ml) were added and the mixture was shaken. The organic layer was separated, dried over magnesium sulfate and evaporated. The residue was purified using flash chromatography (heptane/ethyl acetate=3:1) to yield an orange oil (1.03 g, 80%); MS (ISP): 371.1 ([81Br M+H]+), 369.1 ([79Br M+H]+).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08586617B2 |
|---|
| 출처 데이터셋 | uspto-grants-2013_11 |
|---|
| ORD ID | ord-d8f9716ec6ae47d4b562a9d806cb07a0 |
|---|
| 출처 메모 | uspto-grants-2013_11 |
|---|
