Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Formaldehyde → 3-Phenoxyprop-2-enal
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Formaldehyde | HCID 712 | — |
| 반응물 | (Diethoxyphosphinyl)acetic acid | HCID 36704 | — |
| 반응물 | Phenoxyacetaldehyde | HCID 75033 | — |
| 반응물 | Diethylammonium chloride | HCID 10197650 | — |
| 반응물 | Butyllithium | HCID 178418339 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 3-Phenoxyprop-2-enal | HCID 54307207 | — |
| 생성물 | 5-Phenoxy-2,4-pentadienoic acid | HCID 73863370 | — |
반응 단계
2-Formylvinyl phenyl ether is prepared by treating phenoxyacetaldehyde with formaldehyde and diethylamine hydrochloride salt. The ether is then reacting with a solution of diethylphosphonoacetic acid and n-butyllithium in anhydrous tetrahydrofuran (THF) to form 5-phenoxy-2,4-pentadienoic acid. 5-Phenoxy-2,4-pentadienal is obtained by first converting the carboxylic acid to a Weinreb amide using oxalyl chloride followed by N,O-dimethylhydroxylamine. Subsequently, reduction of the Weinreb amide with lithium aluminum hydride (LAH) in THF leads to the formation of 5-phenoxy-2,4-pentadienal. The synthesis is summarized in Scheme II.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07193105B2 |
| 출처 데이터셋 | uspto-grants-2007_03 |
| ORD ID | ord-302c627080e64012b1de42e65007741f |
| 출처 메모 | uspto-grants-2007_03 |