Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1,3-Dibromopropane → 1-(4-(Benzyloxy)-3-methoxyphenyl)-cyclobutanecarbonitrile
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1,3-Dibromopropane | HCID 8001 | — |
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | 4-Benzyloxy-3-methoxyphenylacetonitrile | HCID 297963 | — |
| 촉매 | Tetrabutylammonium Bromide | HCID 74236 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 1-(4-(Benzyloxy)-3-methoxyphenyl)-cyclobutanecarbonitrile | HCID 92135508 | 50.1% |
반응 단계
To a solution of 2-(4-(benzyloxy)-3-methoxyphenyl)acetonitrile (3.1 g, 12.24 mmol) in dichloromethane (30 mL) was added sodium hydroxide (30 mL, 50% aqueous solution, 367 mmol), TBAB (0.99 g, 3.06 mmol) and then with 1,3-dibromopropane (2 mL, 19.58 mmol). The reaction was stirred at room temperature for 72 hours. The layers were separated, organic layer was dried (MgSO4) and concentrated. Purification by flash chromatography (silica gel, 5-25% EtOAc/hexane) afforded 1-(4-(benzyloxy)-3-methoxyphenyl)cyclobutanecarbonitrile (1.8 g, 50%). MS (ESI) m/z 294 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09284272B2 |
| 출처 데이터셋 | uspto-grants-2016_03 |
| ORD ID | ord-4ba382dbcae64e058b3315ac9ebb5dd1 |
| 출처 메모 | uspto-grants-2016_03 |