참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Toluene | HCID 1140 | — |
| 반응물 | Tetrahydrofuran | HCID 8028 | — |
| 반응물 | m,alpha-Dichlorotoluene | HCID 12103 | — |
| 반응물 | Oxazoline | HCID 68157 | — |
| 반응물 | Lithium diisopropylamide | HCID 2724682 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | 3-[2-(3-Chlorophenyl)ethyl]-2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-pyridine | HCID 10267785 | 80.2% |
반응 단계
521.7 ml of anhydrous THF and 521.7 ml of 2M LDA solution (1.04 mol) are placed in a 3-litre jacketed reactor equipped with a mechanical stirrer and thermometer, and maintained under a nitrogen atmosphere, the internal temperature is brought to −5° C. and a solution consisting of 158.8 g of oxazoline (0.835 mol) and 834.7 ml of anhydrous THF is then added slowly, keeping the temperature at about 0° C. After adding a few drops of solution, a strong blue-violet colour is obtained. The total addition time is about one hour. 154.6 g (0.96 mol) of 3chlorobenzyl chloride are then added over about 1.5 hours, while still maintaining the temperature at 0° C. At the end of the reaction, 521.7 g of water are added while bringing the temperature to 20-25° C. The two phases are then separated and the organic phase is evaporated to give an oil. The crude product thus obtained is taken up in toluene and filtered through Tonsil. The filtrate is concentrated to give 268.1 g of an oil with an HPLC titre of 79%. 91.8% conversion, yield=80.2%
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07449583B2 |
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| 출처 데이터셋 | uspto-grants-2008_11 |
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| ORD ID | ord-2e436d3a1b6946028cfc74c1f83c2db0 |
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| 출처 메모 | uspto-grants-2008_11 |
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