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Sulfuric Acid → 8-Acetyl-11-(1-hydroxycyclohexyl)undec-10-ynoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | 1-Ethynylcyclohexanol | HCID 6525 | — |
| 反応物 | Acetic Anhydride | HCID 7918 | — |
| 反応物 | Cyclohexanol, 1-ethynyl-, 1-acetate | HCID 78903 | — |
| 生成物 | 8-Acetyl-11-(1-hydroxycyclohexyl)undec-10-ynoic acid | HCID 20322273 | — |
反応手順
1-Ethynylcyclohexan-1-ol (100 g., 0.8 mole) is added dropwise with stirring to a mixture of acetic anhydride (86.7 g., 0.85 mole) and sulfuric acid (0.25 ml.). The temperature of the reaction mixture is kept at 10°-12° during the addition by means of an ice bath. The mixture is then stirred without cooling for 1.5 hours. It is then poured into 300 ml. of ice water. The oily product is taken up in ether, washed with water, dilute sodium bicarbonate solution and brine and dried over sodium sulfate. Distillation affords 107 g. (80%) of 1-acetoxy-1-ethynylcyclohexane, b.p. 95°-97°/15 mm.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04092356 |
| 出典データセット | uspto-grants-1978_05 |
| ORD ID | ord-f09ec884ccbd44e5bdede3a7ea5bf91e |
| 出典メモ | uspto-grants-1978_05 |