참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | Water | HCID 962 | — |
| 반응물 | Sodium borohydride | HCID 4311764 | — |
| 반응물 | 2-Methyl-6-(4-((E)-2-nitro-vinyl)-benzyloxy)-pyridine | HCID 59255368 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 생성물 | 2-Methyl-6-(4-(2-nitro-ethyl)-benzyloxy)pyridine | HCID 58076261 | 56% |
반응 단계
To a solution of 2-methyl-6-(4-((E)-2-nitro-vinyl)-benzyloxy)-pyridine (5.00 g, 18.5 mmol) described in Manufacturing Example 3-1-3 and acetic acid (5 mL) in dimethyl sulfoxide (50 mL) was added sodium borohydride (1.2 g, 29.6 mmol) under nitrogen atmosphere at room temperature while cooling appropriately, which was stirred for 10 minutes at room temperature. Water was then added dropwise. The mixture was partitioned into water and ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:5 then 1:2) to obtain the title compound (2.8 g, 56%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08153662B2 |
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| 출처 데이터셋 | uspto-grants-2012_04 |
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| ORD ID | ord-58dff9efca0c46f18789e4378ccceec7 |
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| 출처 메모 | uspto-grants-2012_04 |
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