참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Tetrahydrofuran | HCID 8028 | — |
| 반응물 | trans-1-Methoxy-3-trimethylsilyloxy-1,3-butadiene | HCID 5366448 | — |
| 반응물 | 7-Bromo-1-methyldibenz[b,f][1,4]oxazepine | HCID 66999466 | — |
| 촉매 | Ytterbium triflate | HCID 2733225 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | HCID 66999647 | HCID 66999647 | 82% |
반응 단계
To a solution of 7-bromo-1-methyldibenz[b,f][1,4]oxazepine (25.05 g, 86.98 mmol) and Ytterbium(III) triflate (2.8 g, 4.5 mmol) in toluene (0.21 L) at 0° C., (E)-1-methoxy-3-trimethylsilyloxy-1,3-butadiene (18 mL, 95.7 mmol) was added dropwise. THF (0.1 L) was added to dissolve the formed precipitate and the solution was stirred for 15 min. 1N hydrochloric acid (50 mL) was added and the resulting mixture was stirred for an additional 15 min, after which it was diluted with ethyl acetate and washed with brine. After drying (Na2SO4) the solvent was evaporated under reduced pressure to yield the crude compound which was triturated in methanol to give the title compound (25.4 g, 82%). Data: 1H-NMR (400 MHz, CDCl3) δ 2.31 (s, 3H), 2.43 (m, 1H), 3.00 (m, 1H), 5.23 (m, 1H), 5.41 (m, 1H), 6.99-7.52 (m, 7H). (m/z)=356+358 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08063037B2 |
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| 출처 데이터셋 | uspto-grants-2011_11 |
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| ORD ID | ord-d93366eab9da4935821bb2614a02f727 |
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| 출처 메모 | uspto-grants-2011_11 |
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