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Potassium Carbonate → (s)-Methyl 2-oxooxazolidine-4-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Triphosgene | HCID 94429 | — |
| 反応物 | L-Serine, methyl ester, hydrochloride (1:1) | HCID 2723730 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | (s)-Methyl 2-oxooxazolidine-4-carboxylate | HCID 385463 | 88.4% |
反応手順
To (S)-serine methyl ester hydrochloride (20 g, 128.64 mmol) in water (230 ml) was added KHCO3 (14.16 g, 141.52 mmol) and K2CO3 (19.56 g, 141.52 mmol) at room temperature. It was then cooled by an ice bath and triphosgene (19.04 gm, 64.32 mmol) was added in toluene (192 ml) via an addition funnel over 25 minutes. The reaction mixture turned cloudy. After 2 h, reaction phases were separated and the aqueous layer was lyophilized to yield (S)-4-carbomethoxy-2-oxazolidinone as a white solid (16.5 g) in 88% yield.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05623087 |
| 出典データセット | uspto-grants-1997_04 |
| ORD ID | ord-5e16446cfae24e40a58886efbd0df072 |
| 出典メモ | uspto-grants-1997_04 |