참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Mandelic Acid | HCID 1292 | — |
| 반응물 | p-Toluenesulfonic acid | HCID 6101 | — |
| 반응물 | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | HCID 12390395 | HCID 12390395 | 48% |
반응 단계
To a stirred solution of hydroxy-phenyl-acetic acid (2 g, 13.4 mmol) in DCM (30 mL) was added PTSA (51.2 mg, 0.27 mmol) at 0° C. followed by the addition of 3,4-dihydro-2H-pyran (1.55 g, 18.4 mmol). The mixture was stirred at 0° C. for another 15 min and then gradually warmed up to room temperature and stirred for a further 1.5 hours. The reaction mixture was diluted with DCM (100 mL). The organic phase was washed with saturated aq. Na2CO3 (2×20 mL), water (20 mL), brine (20 mL), dried (Na2SO4) and evaporated in vacuo. The crude material was purified by column chromatography on silica gel (EtOAc:petroleum ether 2:5) to afford the title compound as a yellow sticky solid in 48% yield, 1.5 g. LCMS (system 10): Rt=1.82 min; m/z 237 [M+H]+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08846698B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
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| ORD ID | ord-a1c255ddb94d4dabba7c7773e72b1649 |
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| 출처 메모 | uspto-grants-2014_09 |
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