化工社化工社 化学情報印刷レポート · 研究参考用
Formaldehyde → 5-Hydroxymethyl-4-(4-(methylsulfonyl)phenyl)-3-phenyl-2-(5H)-furanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Formaldehyde | HCID 712 | — |
| 反応物 | Rofecoxib | HCID 5090 | — |
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 5-Hydroxymethyl-4-(4-(methylsulfonyl)phenyl)-3-phenyl-2-(5H)-furanone | HCID 22002636 | — |
| 生成物 | 5,5-bis(hydroxymethyl)-3-phenyl-4-(4-(methylsulfonyl)phenyl)-2-(5H)-furanone | HCID 22002653 | — |
反応手順
A mixture of 3-phenyl-4-(4-(methylsulfonyl)phenyl)-2-(5H)-furanone from Step 1 (0.31 g, 1.0 mmol), 37% aqueous formaldehyde solution (0.1 mL), THF (20 mL) and water (5 mL) was treated with K2CO3 (20 mg, 0.15 mmol). After stirring for 1 h at room temperature, the reaction mixture was quenched with 15 mL of saturated aqueous NH4Cl and extracted with 50 mL of EtOAc. The extract was dried over MgSO4 and concentrated. The residue was purified by flash chromatography eluting with 3:1 EtOAc/hexanes to give 50 mg of the title compound along with 120 mg of 5,5-bis(hydroxymethyl)-3-phenyl-4-(4-(methylsulfonyl)phenyl)-2-(5H)-furanone.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06222048B1 |
| 出典データセット | uspto-grants-2001_04 |
| ORD ID | ord-c5a18eb3f1f343afb394a3a348a0ce3f |
| 出典メモ | uspto-grants-2001_04 |