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(+)-Styrene oxide → (R)-4-[2-(N-benzyl-N-(2-hydroxy-2-phenylethyl)amino)ethoxy]phenylacetamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (+)-Styrene oxide | HCID 114705 | — |
| 反応物 | 4-(Benzylaminoethoxy)-phenylacetamide | HCID 18997242 | — |
| 溶媒 | Isopropanol | HCID 3776 | — |
| 生成物 | (R)-4-[2-(N-benzyl-N-(2-hydroxy-2-phenylethyl)amino)ethoxy]phenylacetamide | HCID 10024191 | 64.8% |
反応手順
A mixture of 4-[2-(benzylamino)ethoxy]phenylacetamide (OLS 2135678) (14.0 g), (R)-styrene oxide (5.92 g) and propan-2-ol (200 ml) was heated under reflux for 72 hours. The mixture was cooled and the solvent evaporated under reduced pressure. The residue was purified by dry, flash column chromatography. Elution with 10% methanol in dichloromethane gave (R)-4-[2-(N-benzyl-N-(2-hydroxy-2-phenylethyl)amino)ethoxy]phenylacetamide as an oil (12.9 g). This reaction may also be performed in t-amyl alcohol under reflux.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05434184 |
| 出典データセット | uspto-grants-1995_07 |
| ORD ID | ord-9e8fabcde85d417a8cbdf5fcc38219a9 |
| 出典メモ | uspto-grants-1995_07 |