関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Iodine | HCID 807 | — |
| 反応物 | Iodoethane | HCID 6340 | — |
| 反応物 | 3,4-Bis(benzyloxy)benzaldehyde | HCID 79526 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 反応物 | 10-Benzyloxy-1-chlorodecane | HCID 11065932 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 11-Benzyloxy-1-(3,4-dibenzyloxyphenyl)-1-undecanol | HCID 13557885 | 46.8% |
反応手順
To a mixture of 1 ml of anhydrous ether and 0.6 g of metallic magnesium were added 0.1 ml of ethyl iodide and a piece of iodine crystal followed by heating to initiate the reaction and then a mixture of 6.7 g of 10-benzyloxy-1-chlorodecane and 10 ml of anhydrous ether was added dropwise to the aforesaid mixture. After the reaction was over, the reaction mixture was refluxed for 2 hours. After cooling, the reaction mixture was added dropwise to a solution of 6 g of 3,4-dibenzyloxybenzaldehyde dissolved in 30 ml of tetrahydrofuran at 0° to 5° C. Thereafter, the mixture was stirred for 30 minutes at room temperature and after adding 300 ml of an aqueous 1% hydrochloric acid solution to the reaction mixture, the product was extracted with 100 ml of toluene. The extract was washed with water, dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was dissolved in 30 ml of ethanol, the solution was allowed to stand overnight under cooling to 0° to 5° C., and the crystals thus precipitated were collected by filtration. By drying the crystals, 5 g of 11-benzyloxy-1-(3,4-dibenzyloxyphenyl)-1-undecanol was obtained. Melting point 50°-52° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US04618627 |
|---|
| 出典データセット | uspto-grants-1986_10 |
|---|
| ORD ID | ord-f8ef0e71b7b946dbb6e2984cbafbd147 |
|---|
| 出典メモ | uspto-grants-1986_10 |
|---|