참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 4-Penten-1-OL | HCID 13181 | — |
| 반응물 | 9-Borabicyclo(3.3.1)nonane | HCID 78966 | — |
| 반응물 | 4-Bromopyridinium chloride | HCID 88100 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 용매 | Potassium Carbonate | HCID 11430 | — |
| 용매 | N,N-Dimethylformamide--water (1/1) | HCID 21962138 | — |
| 용매 | HCID 178418397 | HCID 178418397 | — |
| 생성물 | 2-Pyridinepentanol | HCID 14347478 | 48% |
반응 단계
9-Borabicyclo[3.3.1]nonane (9-BBN) dissolved in 15 ml of tetrahydrofuran (manufactured by Aldrich Co.) was added to 300 mg (3.483 mmol) of 4-pentene-1-ol and allowed to react at 25° C. for 24 hours. Then, 4-bromopyridine hydrochloride (manufactured by Aldrich Co.) dissolved in water/dimethylformamide (DMF) at a ratio of 2:8, tetrakis(triphenylphosphine)palladium (manufactured by Aldrich Co.), and potassium carbonate (manufactured by Aldrich Co.) were added thereto in an equivalent ratio of 1:1.2:0.2 and allowed to react at 70° C. for 6 hours. Then, solvent was removed under reduced pressure, and the residual material was diluted with ethyl acetate and filtered with Celite. The material thus obtained was purified by column chromatography (column: silica (manufactured by Aldrich Co.), solvent: ethyl acetate/hexane) to obtain 203 mg of pyridinepentanol (yield rate: 48%). The reaction scheme is shown below.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08658735B2 |
|---|
| 출처 데이터셋 | uspto-grants-2014_02 |
|---|
| ORD ID | ord-edf5fc161c754e968be6808e9781b3c9 |
|---|
| 출처 메모 | uspto-grants-2014_02 |
|---|
