참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Sodium hydride | HCID 24758 | — |
| 반응물 | Cyclopropanemethanol | HCID 75644 | — |
| 반응물 | Methyl 6-chloro-5-(trifluoromethyl)picolinate | HCID 70701015 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | 6-Cyclopropylmethoxy-5-trifluoromethyl-pyridine-2-carboxylic acid | HCID 71087457 | 85% |
반응 단계
Sodium hydride (1.1 g, 31.4 mmol) was added in portions to cyclopropylmethanol (20 mL) and the mixture was stirred at room temperature for 0.5 hours. 6-Chloro-5-(trifluoromethyl)-pyridine-2-carboxylic acid methyl ester (1.5 g, 6.3 mmol) was added and the resulting solution was stirred at 80° C. for 1 h. Water (20 mL) was added; the solution was acidified with 6 N hydrochloric acid and then concentrated to give a residue which was partitioned between water (30 mL) and ethyl acetate (20 mL). The aqueous solution was extracted with ethyl acetate (2×20 mL) and the combined organic phase was washed with brine (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give the crude target compound. The crude target compound was purified by column chromatography (silica gel, 10 g, 15% ethyl acetate in petroleum ether) to give the title compound (1.4 g, 85%) as white solid; MS (EI): m/e=262.0 [M+H]+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09321727B2 |
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| 출처 데이터셋 | uspto-grants-2016_04 |
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| ORD ID | ord-fb120d26a54e41be91b116d88a38ab99 |
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| 출처 메모 | uspto-grants-2016_04 |
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