Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine hydrochloride → 3-Methyl-5-(4-nitrophenoxymethyl)-1,2,4-oxadiazole
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine hydrochloride | HCID 11130 | — |
| 반응물 | (4-Nitrophenoxy)acetic acid | HCID 15720 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 3-Methyl-5-(4-nitrophenoxymethyl)-1,2,4-oxadiazole | HCID 22060445 | 60.4% |
반응 단계
A mixture of 4-nitrophenoxy acetic acid (2.25 g, 11.4 mmole), acetamideoxime, triethylamine hydrochloride (3.85 g, 27.62 mmole), EDCI.HCl (4.37 g, 22.79 mmole) and diisopropylethylamine (7.42 g, 57.40 mmole) in anhydrous THF (250 ml) was refluxed for 18 h. The unhomogenous brown colored reaction mixture was quenched with water and extracted with EtOAc (3×300 mL). The combined organic layers washed successively with aqueous NaHCO3, brine and dried over anhydrous Na2SO4. Removal of solvent and purified by chromatographic purification provided 5-[(4-nitrophenoxy)methyl]-3-methyl-1,2,4-oxadiazole (1.62 g, 60%). 1H NMR (CDCl3): δ 8.24 (d, 2H, J=8.8 Hz), 7.08 (d, 2H, J=8.8 Hz), 5.36 (s, 2H), 2.44 (s, 3H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08835430B2 |
| 출처 데이터셋 | uspto-grants-2014_09 |
| ORD ID | ord-9f78861c60d34f05bc2809583aa9e025 |
| 출처 메모 | uspto-grants-2014_09 |