참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 3-Furaldehyde | HCID 10351 | — |
| 반응물 | Triphenylphosphine Oxide | HCID 13097 | — |
| 반응물 | Phosphonium | HCID 5460504 | — |
| 반응물 | Potassium tert-butoxide | HCID 23665647 | — |
| 반응물 | Methyl 2-(3-benzyl-2-thienyl)-3-methoxypropenoate | HCID 54504656 | — |
| 반응물 | Methyl 3-methoxy-2-(3-phenoxymethyl-2-thienyl)propenoate | HCID 54572621 | — |
| 촉매 | Benzyltriphenylphosphonium chloride | HCID 70671 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 생성물 | (E)-3-styrylfuran | HCID 14326174 | 32.1% |
반응 단계
Potassium tert-butoxide (35.7 g) was added in one portion to a stirred suspension of benzyltriphenylphosphonium chloride (41.6 g) in ether (1 liter). After 1 hour, a solution of 3-formylfuran (17.5 g) in ether (60 ml) was added to the resulting orange mixture which was then stirred for 2 hours, poured into water, and extracted with ether. The extracts were washed with water, dried and concentrated to give a solid. Trituration of this solid with ether enabled much of the weakly-soluble triphenylphosphine oxide and excess phosphonium salt to be separated, and the ether-soluble fraction (37.06 g) was chromatographed using ether as eluent to give a mixture of (E)- and (Z)-isomers of 3-styrylfuran (27 g) as a yellow solid. Crystallisation twice from methanol gave (E)-3-styrylfuran (5.12 g), mp 96° C., as a yellow solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US05258360 |
|---|
| 출처 데이터셋 | uspto-grants-1993_11 |
|---|
| ORD ID | ord-9f272b85516241a9987d72e581965f9a |
|---|
| 출처 메모 | uspto-grants-1993_11 |
|---|
