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(Triphenylphosphoranylidene)acetaldehyde → 5-(2-Trimethylsilyl-4-furyl)pent-2-en-1-al
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (Triphenylphosphoranylidene)acetaldehyde | HCID 75051 | — |
| 反応物 | 3-(2-Trimethylsilyl-4-furyl)propan-1-al | HCID 15037092 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 5-(2-Trimethylsilyl-4-furyl)pent-2-en-1-al | HCID 57012894 | — |
反応手順
3-(2-Trimethylsilyl-4-furyl)propan-1-al is treated with (triphenylphosphoranylidene) acetaldehyde in tetrahydrofuran to give 5-(2-trimethylsilyl-4-furyl)-pent-2-en-1-al which is hydrogenated in the presence of a palladium catalyst to give 5-(2-trimethylsilyl-4-furyl)-pentan-1-al. Treating this intermediate with C9H19COCH2PO)OCH3)2 and sodium hydride in tetrahydrofuran gives 3-(7-oxo-5-hexadecenyl)-5-trimethylsilylfuran and oxidizing gives 4-(7-oxo-5 -hexadecenyl)-5-hydroxy-2(5H)-furanone.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05082954 |
| 出典データセット | uspto-grants-1992_01 |
| ORD ID | ord-aa5728c156d04d508e09683f6e027138 |
| 出典メモ | uspto-grants-1992_01 |