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Triphenylphosphine → methyl(2E)-3-[4-(3-bromopropoxy)phenyl]prop-2-enoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Methyl p-coumarate | HCID 92203 | — |
| 反応物 | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| 反応物 | Bromopropanol | HCID 12887879 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | methyl(2E)-3-[4-(3-bromopropoxy)phenyl]prop-2-enoate | HCID 70495691 | — |
反応手順
To a solution 5 g (28.1 mmol) of 4-Hydroxycinnamic acid methyl ester, 4.9 g (35.1 mmol) of 4 bromopropanol, 9.2 g (35.1 mmol) of triphenylphosphine in 100 mL of THF are added 7.1 g (35.1 mmol) of diisopropylazodicarboxylate under inert atmosphere. The solution is heated up to reflux and allowed to stir overnight. After 20 hours, the reaction mixture is partitioned between EtOAc and water. The organic phase is washed repeatedly with water, dried over sodium sulphate, filtered and concentrated by rotary evaporation to give 7.5 g of (methyl (2E)-3-[4-(3-bromopropoxy)phenyl]prop-2-enoate.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09334366B2 |
| 出典データセット | uspto-grants-2016_05 |
| ORD ID | ord-db9adabeb650425a934951281dbbebef |
| 出典メモ | uspto-grants-2016_05 |