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4-Toluenesulfonyl chloride → (R)-Methyl 2-(p-Tolyloxy)propanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | (+)-Methyl lactate | HCID 637514 | — |
| 触媒 | Trimethylamine Hydrochloride | HCID 10313079 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | (R)-Methyl 2-(p-Tolyloxy)propanoate | HCID 1540374 | 116% |
反応手順
A solution of methyl (R)-(+)-lactate (6.66 g) in acetonitrile (33 ml) was cooled to 5° C. and triethylamine (9.8 ml) added followed by trimethylamine hydrochloride (0.62 g). A separate solution of p-toluenesulfonyl chloride (11.6 g) in acetonitrile (33 ml) was added dropwise over 20 mins maintaining the temperature below 5° C. The reaction mixture was filtered and concentrated. Diethyl ether and water were added and the organic fraction dried (MgSO4) and concentrated in vacuo to give the sub-title compound as a yellow oil (13.71 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07737135B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-19235ac9b2db47e3990438cc395213d9 |
| 出典メモ | uspto-grants-2010_06 |