참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | Lilial | HCID 228987 | — |
| 반응물 | (Benzo[d][1,3]dioxol-5-ylmethyl)triphenylphosphonium bromide | HCID 10695955 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | HCID 86702791 | HCID 86702791 | 88% |
반응 단계
Potassium t-butylat (1 Min THF, 11 mL, 11.0 mmol, 1.1 equiv.) was added to a solution of (benzo[d][1,3]dioxol-5-ylmethyl)triphenylphosphonium bromide (4.77 g, 10.0 mmol, 1.0 equiv.) in THF (20 mL) at 25° C. After the dark red suspension was stirred at 25° C. for 10 min, 3-(4-tert-butylphenyl)-2-methylpropanal (2.04 g, 10.0 mmol, 1.0 equiv.) in THF (10 mL) was added, and the mixture was stirred at 70° C. for 1.5 h. After addition of 20% aq. AcOH-solution (10 mL) at 25° C., the aqueous layer was extracted with hexanes, the combined organic phases were dried (MgSO4), filtered and the filtrate was concentrated. The residue was purified by flash chromatography on SiO2 (hexanes/EtOAc 19:1) to yield 2.83 g (88%) of the title compound as a yellow oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09193935B2 |
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| 출처 데이터셋 | uspto-grants-2015_11 |
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| ORD ID | ord-7c534bb7fff64b7e84363882a9867388 |
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| 출처 메모 | uspto-grants-2015_11 |
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