Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Water → N-(4-Hydroxycyclopent-2-enyl)-benzamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Acetonitrile | HCID 6342 | — |
| 반응물 | (2-Oxa-3-azabicyclo[2.2.1]hept-5-en-3-yl)-phenylmethanone | HCID 328016 | — |
| 반응물 | Sodium borohydride | HCID 4311764 | — |
| 촉매 | Molybdenum carbonyl (Mo(CO)6) | HCID 98885 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | N-(4-Hydroxycyclopent-2-enyl)-benzamide | HCID 12498570 | 58.4% |
반응 단계
Molybdenum hexacarbonyl (12.1 g, 45.8 mmol) was added to a solution of the bicycle 7 (6.10 g, 30.3 mmol) in a 7:1 mixture of acetonitrile and water (280 cm3). The suspension was stirred for 30 minutes at room temperature, then sodium borohydride (0.60 g, 15.9 mmol) was added and the suspension was heated under reflux for 4 hours. Upon completion of reaction, the mixture was allowed to cool to room temperature, filtered though a celite plug, and evaporated to dryness to give a brown solid. Flash chromatography (SiO2, 80% ethyl acetate in petrol) gave the alcohol 8 (3.60 g, 17.7 mmol, 58%) as a light yellow solid; m/z (EI) Found [M]+ 203.0945 ([M]+ C12H13NO2 requires 203.0946).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07183440B2 |
| 출처 데이터셋 | uspto-grants-2007_02 |
| ORD ID | ord-e996446102ae44f3a39642c31abc9e92 |
| 출처 메모 | uspto-grants-2007_02 |