참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | p-Toluenesulfonic acid | HCID 6101 | — |
| 반응물 | Ethyl ethoxyacetate | HCID 69955 | — |
| 반응물 | 4-(Benzyloxy)-3-nitrobenzaldehyde | HCID 7023554 | — |
| 반응물 | Potassium tert-butoxide | HCID 23665647 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | HCID 86588959 | HCID 86588959 | 15.9% |
반응 단계
4-(Benzyloxy)-3-nitrobenzaldehyde (4.12 g; 14.4 mmole) and ethyl ethoxyacetate (2.29 g; 17.3 mmole) were dissolved in dry tetrahydrofuran (20 ml) and cooled to −20° C. Potassium tert-butoxide (1.94 g; 17.3 mmole) dissolved in dry tetrahydrofuran (10 ml) was slowly added and the reaction was stirred overnight at −20° C. The reaction was quenched with acetic acid (1.3 g; 21.7 mmole). The crude product was isolated, redissolved in toluene and refluxed over night with p-toluenesulfonic acid (0.25 g; 1.44 mmole) in a Dean-Stark apparatus to separate the water. The solution was cooled, washed with sodium hydrogen carbonate, dried with magnesium sulfate and evaporated. Chromatography of the crude material from methylene chloride gave 0.85 g (11% yield) of ethyl (2Z)-3-[4-(benzyloxy)-3-nitrophenyl]-2-ethoxyacrylate.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US06750252B2 |
|---|
| 출처 데이터셋 | uspto-grants-2004_06 |
|---|
| ORD ID | ord-9bf7cf013c9346a6ba84e0b6b4b2f77f |
|---|
| 출처 메모 | uspto-grants-2004_06 |
|---|
