참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Nitrogen | HCID 947 | — |
| 반응물 | Benzene, [1-[(trimethylsilyl)oxy]ethenyl]- | HCID 117406 | — |
| 반응물 | 1,3-Diethyl 2-phenoxypropanedioate | HCID 2305167 | — |
| 용매 | Ethyl acetate hexane | HCID 21226206 | — |
| 생성물 | 4-Hydroxy-3-phenoxy-6-phenyl-2H-pyran-2-one | HCID 54681382 | 18.3% |
반응 단계
To a is pressure reactor was added 2-phenoxypropanedioicacid diethylester 8.11 g (0.032 moles) and 1-phenyl-1-(trimethylsilyloxy)ethylene 12.35 g (0.064 moles). The vessel was pressurized to 600 psi with N2. The mixture was heated at 100° C. for 8 hours then an additional 63.5 hours at 147-154° C. The vessel was cooled to room temperature and rinsed with ethyl acetate. Crude flash chromatography (hexane/ethyl acetate 1/1) afforded partially purified material which was then flashed on silica gel using hexane/ethyl acetate 95/5-40/60 as eluents. The resulting solid was recrystallized from diethyl ether and ethyl acetate to afford 1.64g (18%) of the title compound (mp=215-219° C.). 1H NMR (400 MHz, DMSO-d6) δ6.90 (s, 1 H), 6.95 (dd, 2 H), 7.02 (t, 1 H), 7.28-7.33 (m, 2 H), 7.52-7.56 (m, 3 H), 7.80-7.856 (m, 2 H), 12.0 (bs, 1 H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US06005103 |
|---|
| 출처 데이터셋 | uspto-grants-1999_12 |
|---|
| ORD ID | ord-01333eafc46d44069e6c0fe443f993c4 |
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| 출처 메모 | uspto-grants-1999_12 |
|---|
