참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Ammonium Chloride | HCID 25517 | — |
| 반응물 | 4-Fluorobenzaldehyde | HCID 68023 | — |
| 반응물 | Tert-butyl [quinolin-8-yl(toluene-4-sulfonyl)methyl]carbamate | HCID 86621950 | — |
| 촉매 | 3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide | HCID 9964923 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | tert-Butyl [2-(4-fluorophenyl)-2-oxo-1-quinolin-8-ylethyl]carbamate | HCID 86621951 | — |
반응 단계
5.5 g (13 mmol) of tert-butyl [quinolin-8-yl(toluene-4-sulfonyl)methyl]carbamate, 336 mg (1.3 mmol) of 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide, 27 ml (200 mmol) of triethylamine and 3.9 g (13 mmol) of 4-fluorobenzaldehyde were mixed in 115 ml of methylene chloride at room temperature and then heated at 35° C. for 3 h. After reaction of the aldehyde was complete, 50 ml of saturated ammonium chloride solution were added, and the reaction mixture was stirred for 10 minutes. After removal of the aqueous phase, the organic phase was washed with 0.5 M sodium hydroxide solution and saturated sodium chloride solution. Drying of the organic phase over magnesium sulfate and concentration resulted in a semisolid residue which was stirred with 50 ml of diethyl ether. Filtration of the solid residue by suction resulted in 3.2 g of tert-butyl [2-(4-fluorophenyl)-2-oxo-1-quinolin-8-ylethyl]carbamate.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07825264B2 |
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| 출처 데이터셋 | uspto-grants-2010_11 |
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| ORD ID | ord-0c76f965e8944c7ba56e3352bd6e881b |
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| 출처 메모 | uspto-grants-2010_11 |
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