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Hydrochloric Acid → 4-(2-Hydroxy-3-phenoxypropoxy)mandelic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Potassium Hydroxide | HCID 14797 | — |
| 反応物 | Phenyl glycidyl ether | HCID 31217 | — |
| 反応物 | 2-Hydroxy-2-(4-hydroxyphenyl)acetic acid, sodium salt hydrate | HCID 23698133 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 4-(2-Hydroxy-3-phenoxypropoxy)mandelic acid | HCID 19930447 | 53% |
反応手順
7.5 g (50 mmol) of 2,3-epoxypropyl phenyl ether (phenyl glycidyl ether) are added to a suspension of 10.4 g (50 mmol) of 4-hydroxymandelic acid sodium salt monohydrate, and 300 mg (5.0 mmol) of potassium hydroxide in 25 ml of methanol, and the mixture is refluxed for 8 hours. The homogeneous reaction mixture is then diluted with 300 ml of water, acidified with 25 ml of concentrated hydrochloric acid and extracted three times with dichloromethane. The organic phases are washed with water, combined, dried over magnesium sulfate and concentrated on a vacuum rotary evaporator to give 8.4 g (53%) of 4-(2-hydroxy-3-phenoxypropoxy)mandelic acid as a yellowish resin (compound (204), Table 2).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05428162 |
| 出典データセット | uspto-grants-1995_06 |
| ORD ID | ord-0238d4fb94e6474d902609c0913f4dc0 |
| 出典メモ | uspto-grants-1995_06 |