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Water → Di-n-propyl cis-1,3-cyclohexanedicarboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 1-Propanol | HCID 1031 | — |
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | cis-1,3-Cyclohexanedicarboxylic anhydride | HCID 11367118 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | Di-n-propyl cis-1,3-cyclohexanedicarboxylate | HCID 21967257 | — |
反応手順
Anhydride 1 (3.85 g; 25 mmol) was dissolved in toluene (25 mL) and n-propanol (9.3 mL; 125 mmol; 5 equiv). p-Toluenesulfonic acid (238 mg; 1.25 mmol; 0.05 equiv) was added and the reaction mixture was heated to reflux under conditions where water could be continuously distilled using a Dean-Stark trap. After 2 h at reflux, GC analysis indicated no residual 1. The reaction mixture was washed with saturated aqueous sodium bicarbonate (5 mL). The organic solution was dried over MgSO4 and concentrated to afford 6.24 g (97%) of cis-2c which was a single peak by GC analysis.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06210956B1 |
| 出典データセット | uspto-grants-2001_04 |
| ORD ID | ord-061e508939a0479bb566da6d597c7145 |
| 出典メモ | uspto-grants-2001_04 |