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Toluene → 4-Hydroxy-4-methylpentyl 5-norbornene-2-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Toluene | HCID 1140 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Bicyclo(2.2.1)hept-5-ene-2-carbonyl chloride | HCID 98233 | — |
| 反応物 | 4-Methylpentane-1,4-diol | HCID 10986200 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 4-Hydroxy-4-methylpentyl 5-norbornene-2-carboxylate | HCID 22179014 | 90% |
反応手順
To a mixture of 118 g of 4-methyl-1,4-pentanediol, 111 g of triethylamine and 400 ml of toluene at 20° C., 157 g of 5-norbornene-2-carbonyl chloride was added over one hour. After 5 hours of stirring, 200 ml of water was added to the reaction solution to stop the reaction whereupon the mixture separated. The organic layer was washed with water and saturated sodium chloride water, dried over anhydrous sodium sulfate, and concentrated in vacuum. It was purified by vacuum distillation, collecting 214 g of 0.4-hydroxy-4-methylpentyl 5-norbornene-2-carboxylate (boiling point: 111–113° C./27 Pa, yield: 90%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07029822B2 |
| 出典データセット | uspto-grants-2006_04 |
| ORD ID | ord-a3e462c9da31464493497ff34a57b857 |
| 出典メモ | uspto-grants-2006_04 |