Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
3,4-dihydro-2H-pyran → 2-(5-Bromo-2-methyl-2-phenylpentyloxy)-tetrahydropyran
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| 반응물 | 2-(6-Bromo-2-methyl-2-phenylhexyloxy)-tetrahydropyran | HCID 11210453 | — |
| 반응물 | 5-Bromo-2-methyl-2-phenylpentan-1-ol | HCID 11345892 | — |
| 촉매 | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 2-(5-Bromo-2-methyl-2-phenylpentyloxy)-tetrahydropyran | HCID 11484608 | 95% |
반응 단계
According to the method described for the synthesis of 207d, 206b (20.0 g, 77.8 mmol) was treated with 3,4-dihydro-2H-pyran (8.2 g, 96.5 mmol) and p-toluenesulfonic acid hydrate (0.57 g, 3.0 mmol) in CH2Cl2 (350 mL) to afford 207b (25.2 g, 95%) as an oil, which was used without further purification. 1H NMR (CDCl3): 7.26-7.08 (m, 5H), 4.45 (m, 1H), 3.72 (m, 1H), 3.58 (m, 1H), 3.35-3.05 (m, 2H), 3.28 (t, 2H, J=6.6), 1.95-1.39 (m, 10H), 1.25 (s, 3H). 13C NMR (CDCl3): δ 145.38, 128.15, 126.51, 126.03, 99.06, 98.92, 76.20, 61.91, 61.80, 41.82, 41.74, 37.58, 37.43, 34.65, 30.61, 27.88, 25.58, 23.03, 22.90, 19.39, 19.32. HRMS (LSIMS, nba): Calcd for C17H26O2Br (MH+): 341.1116, found: 341.1127.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07705177B2 |
| 출처 데이터셋 | uspto-grants-2010_04 |
| ORD ID | ord-d0c0b67e414244a1b50bf061f0cf3062 |
| 출처 메모 | uspto-grants-2010_04 |