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Hydrochloric Acid → 5-(2-Hydroxy-ethyl)-3-(4-methyl-benzyl)-imidazolidine-2,4-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Sodium Methoxide | HCID 10942334 | — |
| 反応物 | 1-(4-Methyl-benzyl)-3-(2-oxo-tetrahydro-furan-3-yl)-urea | HCID 57718995 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 5-(2-Hydroxy-ethyl)-3-(4-methyl-benzyl)-imidazolidine-2,4-dione | HCID 57718941 | 73% |
反応手順
A solution of crude 1-(4-methyl-benzyl)-3-(2-oxo-tetrahydro-furan-3-yl)-urea (48.5 g, assume 0.137 mol) in MeOH (1.5 L) was treated with sodium methoxide (21.1 g, 0.391 mol) and heated to reflux under N2 for 2 h until done by thin layer chromatography (9:1 CH2Cl2:MeOH). The reaction was cooled and the solvent removed in vacuo to give a residue that was combined with aqueous 1 N HCl (640 mL) and extracted with EtOAc. The organic layer was dried (MgSO4) and the solvent removed in vacuo to afford 24.72 g (73%) of crude 5-(2-hydroxy-ethyl)-3-(4-methyl-benzyl)-imidazolidine-2,4-dione as a yellow solid which was carried on in the next step without purification. MS (ES+) Calc'd for C13H17N2O3 (M+1) 249. Found m/z 249 (100%). 1H NMR.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07544812B2 |
| 出典データセット | uspto-grants-2009_06 |
| ORD ID | ord-65cf6274f4924a1c81316903fbdba7c8 |
| 出典メモ | uspto-grants-2009_06 |