反应详情

温度

60 °C

Run 3 (invention): The oxidation procedure employed for run 2 was repeated on a larger scale. Thus, 360 g (1.2 mol) of hexadecenyl bromide and 1800 mL (1980 g; 25.4 mol) of DMSO were mixed and heated to 60° C., with temperature maintained at 60° C. for about 30 minutes. Then, 240 g (2.9 mol) of NaHCO3 was added and the temperature of the reaction mixture raised to 130° C., which was maintained for 2 hours. The reaction mixture was then cooled and filtered. The lower layer (DMSO layer) was separated and extracted with about 1 L of hexane. The hexane extract and upper (aldehyde) layer were combined, washed once with about 100 mL of water, then concentrated on a rotary evaporator. GLC analysis indicated an aldehyde/alcohol ratio of 4.5:1. A distilled yield of 38% Z-11-hexadecenal was obtained.

1. temperaturemaintained at 60° C. for about 30 minutes
2. temperaturethe temperature of the reaction mixture raised to 130° C.
3. temperaturewhich was maintained for 2 hours
4. temperatureThe reaction mixture was then cooled
5. filtrationfiltered
6. customThe lower layer (DMSO layer) was separated
7. extractionextracted with about 1 L of hexane
8. extractionThe hexane extract
9. washwashed once with about 100 mL of water
10. concentrationconcentrated on a rotary evaporator