참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Thiazole | HCID 9256 | — |
| 반응물 | Dicyclopropyl ketone | HCID 70721 | — |
| 반응물 | Butyllithium | HCID 178418339 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | Dicyclopropyl(1,3-thiazol-2-yl)methanol | HCID 49962381 | 93% |
반응 단계
n-Butyllithium (2.5 M in hexanes, 0.953 mL, 2.38 mmol) was added to a stirred, cooled −78° C. mixture of thiazole (0.169 mL, 2.383 mmol) in THF (5.0 mL) and the mixture was stirred at −78° C. for 15 min. A solution of the dicyclopropylmethanone (250 mg, 2.27 mmol) in THF (3.0 mL) was added dropwise and the mixture was stirred 30 min at −78° C. and then the temperature was allowed to reach room temperature. The reaction was quenched by addition of water and the mixture was extracted with ethyl acetate (3×). The combined organic fractions were washed with brine, dried (Na2SO4), filtered and the solvent was evaporated under reduced pressure. The residue was purified by chromatography on silica gel (0-100% ethyl acetate in hexanes) to give dicyclopropyl(1,3-thiazol-2-yl)methanol (412 mg, 2.110 mmol, 93% yield). MS APCI: [M-OH]+ m/z 179.0.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08759366B2 |
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| 출처 데이터셋 | uspto-grants-2014_06 |
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| ORD ID | ord-0581596923da4abeb91e5e0af4170c6e |
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| 출처 메모 | uspto-grants-2014_06 |
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