Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Isophthalaldehyde → 3-Vinylbenzaldehyde
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Isophthalaldehyde | HCID 34777 | — |
| 반응물 | Butyllithium | HCID 178418339 | — |
| 촉매 | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 3-Vinylbenzaldehyde | HCID 39390 | — |
반응 단계
To a suspension of methyltriphenylphosphonium bromide (27.2 g) in THF (200 mL) at 0° was added dropwise n-butyllithium (47 mL of 1.6M in hexane). The reaction mixture was stirred 30 min at 0° and cooled to -10°. The reaction mixture at -10° was transferred dropwise through a canula to a solution of isophthalaldehyde (10.0 g) in THF (300 mL) at -50°. The reaction was allowed to warm up to room temperature. After 3.5 hours at room temperature the reaction mixture was quenched with NH4OAc buffer (200 mL). The reaction mixture was extracted with ethyl acetate, dried over sodium sulfate and evaporated. Flash chromatography of the residue starting with 10% and finishing with 15% of diethyl ether in hexane afforded the title compound.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US05428171 |
| 출처 데이터셋 | uspto-grants-1995_06 |
| ORD ID | ord-338225b17c69438bb9afb8a932a6624b |
| 출처 메모 | uspto-grants-1995_06 |