反应详情

In a 5-l three-necked and round-bottomed flask were placed 114.7 g of 3,7,11-trimethyldodeca-6,10-dien-l-yn- 3-ol, 305.9 g of ammonium chloride, 191.2 g of cuprous chloride, 765 ml of water and 765 ml of ethyl alcohol and the mixture was stirred at room temperature for 18 hours by passing oxygen thereinto. After completion of the reaction there remained no unreacted starting material. The reaction mixture was centrifuged and the mother liquid was extracted with benzene. The benzene and ethyl alcohol were distilled off the organic layer and the residue was dissolved in benzene and washed with water. The benzene layer was dried over anhydrous calcium sulfate and the solid material was filtered off. The benzene was distilled off the benzene layer to give 107.8 g of crude 2,6,10,15,19,23-hexamethyltetracosa-2,6,18,22-tetraene-11,13-diyne-10,15-diol. A 107.8 g of the above diol, 50 ml of ethyl alcohol and 2.5 g of 5 % Pd on active carbon were placed in an autoclave and the mixture was hydrogenated at 100° C under a hydrogen pressure of 3 - 5 kg/cm2 until the absorption of hydrogen stopped. The obtained product consisted of a composition of the compounds (V), (VI) and squalane in the ratio of 84.9 : 14.6 : 0.5 % respectively. The catalyst of Pd/C was filtered off and washed with 450 ml of ethyl alcohol. 14 ml of sulfuric acid was added to the combined ethylalcohol solution consisting of about 500 ml. The mixture was subjected to dehydration at 100° C for 2 hours. After cooling 300 ml of water was added to the reaction mixture and the ethyl alcohol was distilled off and the residue was extracted with benzene. The benzene layer was washed with water and dried over anhydrous sodium sulfate. 2.5 g of 5 % palladium on active carbon was added to the solution and the mixture was subjected to hydrogenation at 50° C under a hydrogen pressure of 3 ~ 5 kg/cm2. After the hydrogenation absorption stopped, the reaction mixture was cooled and the catalyst of Pd/C was filtered off and the benzene was distilled off to afford 78.8 g of a crude squalane. This crude squalane was distilled under reduced pressure to give 68.9 g of purified squalane having the boiling point range of 190° ~ 195°C/0.5 mmHg.

1. customIn a 5-l three-necked and round-bottomed flask were placed
2. customAfter completion of the reaction
3. extractionthe mother liquid was extracted with benzene
4. distillationThe benzene and ethyl alcohol were distilled off the organic layer
5. dissolutionthe residue was dissolved in benzene
6. washwashed with water
7. dry with materialThe benzene layer was dried over anhydrous calcium sulfate
8. filtrationthe solid material was filtered off
9. distillationThe benzene was distilled off the benzene layer