Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Acetic Acid → 4-(2-Acetyl-3-oxobut-1-en-1-yl)-1-naphthonitrile
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | Piperidine | HCID 8082 | — |
| 반응물 | Acetylacetone | HCID 31261 | — |
| 반응물 | 4-Formylnaphthalene-1-carbonitrile | HCID 12433009 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 4-(2-Acetyl-3-oxobut-1-en-1-yl)-1-naphthonitrile | HCID 59603014 | — |
반응 단계
240 mg (1.33 mmol) of 4-formyl-1-naphthonitrile, 132.6 mg (1.33 mmol) of 2,4-pentanedione, 119.3 mg (1.99 mmol) of acetic acid and 22.6 mg (0.27 mmol) of piperidine are dissolved in 20 ml of dichloromethane and heated under reflux with an inverse water trap overnight. Cooling is followed by washing twice with water, and the organic phase is dried with magnesium sulfate. The solvent is removed in a rotary evaporator and the residue is purified by column chromatography (silica gel, mobile phase: initially dichloromethane, then isohexane/ethyl acetate 3:1). The residue after concentration of the product fractions is crystallized from diethyl ether and dried under high vacuum. 340 mg (97.5% of theory) of the title compound are obtained.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08404709B2 |
| 출처 데이터셋 | uspto-grants-2013_03 |
| ORD ID | ord-5158365156f24d47a7465fac54d0aa45 |
| 출처 메모 | uspto-grants-2013_03 |