反应详情

The acohol was prepared by hydrogenation of α-heptylcinnamaldehyde exactly as in Example 1.α-Heptylcinnamaldehyde was pepared as follows: To a mixture of 53.8g (0.50 mole) benzaldehyde 50ml ethanol and 25 ml 10% NaOH at reflux were added 56.8 g (0.40 mole) nonanal dropwise over 20 min. Halfway through the addition of nonanal an additional 25 ml 10% NaOH were added. After two hours at reflux the mixture was cooled, diluted with 100 ml 30°-60° petroleum ether, washed once with 50 ml 5% HCl, once with saturated NaCl brine, filtered through 4A molecular sieves, stripped and fractionally distilled, bp 135°-150°/0.15 mm, to give 56.6 g (61%) whose IR showed aromatic CH stretch from 3000-3100 cm -1, aldehyde CH at 2705 cm-1, and an aldehyde C=O at 1706 cm-1.

1. temperatureat reflux
2. additionwere added
3. temperatureAfter two hours at reflux the mixture
4. temperaturewas cooled
5. washwashed once with 50 ml 5% HCl, once with saturated NaCl brine
6. filtrationfiltered through 4A molecular sieves
7. distillationfractionally distilled
8. custombp 135°-150°/0.15 mm, to give 56.6 g (61%) whose IR