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Trifluoroacetic acid → (5R)-5-(1-ethoxyethoxymethyl)pyrrolidin-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trifluoroacetic acid | HCID 6422 | — |
| 反応物 | Ethyl vinyl ether | HCID 8023 | — |
| 反応物 | (R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinone | HCID 7128291 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | (5R)-5-(1-ethoxyethoxymethyl)pyrrolidin-2-one | HCID 12137689 | 102% |
反応手順
To a solution of (5R)-5-(hydroxymethyl)pyrrolidin-2-one (Aldrich, 8.86 g, 77 mmol) in 70 mL of chloroform at room temperature under an argon atmosphere was added ethyl vinyl ether (10.4 mL, 108 mmol) and catalytic anhydrous trifluoroacetic acid (0.2 mL). After stirring for 3 hours, the reaction was partitioned between methylene chloride (150 mL) and aqueous sodium bicarbonate solution (150 mL) and the phases were separated. The organic phase was dried (K2CO3) and filtered. The filtrate was evaporated under reduced pressure to give 14.7 g of the (5R)-5-(1-ethoxyethoxymethyl)pyrrolidin-2-one.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06849657B2 |
| 出典データセット | uspto-grants-2005_02 |
| ORD ID | ord-a33fe86201f24b20b09fad2d95879b46 |
| 出典メモ | uspto-grants-2005_02 |