참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Nitrogen | HCID 947 | — |
| 반응물 | Potassium Sodium Tartrate | HCID 9357 | — |
| 반응물 | Diisobutylaluminum hydride | HCID 14487 | — |
| 반응물 | ethyl 2-[(E)-2-phenylethenyl]-1,3-oxazole-4-carboxylate | HCID 5708074 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | (E)-(2-Styryloxazol-4-yl)methanol | HCID 13657827 | — |
반응 단계
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of (E)-ethyl 2-styryloxazole-4-carboxylate (WO 2009077990 A1) (8.5 g, 34.9 mmol) in THF (28.3 mL) was treated dropwise at 0° C. with DiBAL-H (85.0 mL of a 1.0 M solution in toluene, 85.0 mmol) and the resulting solution was stirred for 1.5 h at 0° C. Rochelle's salt solution was added followed by EA and the mixture was stirred for 24 h at rt. The aq. layer was extracted with EA (3×40 mL) and the combined org. layers were dried over Na2SO4, filtered and the solvent was removed under reduced pressure to give the title compound as an orange oil. TLC: rf (1:1 hept-EA)=0.20. LC-MS-conditions 07: tR=0.71 min, [M+H]+=202.15.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08846733B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
|---|
| ORD ID | ord-d289919e7d224af9845e4292dcbe03d5 |
|---|
| 출처 메모 | uspto-grants-2014_09 |
|---|
