反应详情

温度

0 °C

To a stirred solution of 4.75 g (35.6 mmol) of N-chlorosuccinimide in 180 mL of dichloromethane at -35° C. (internal thermometer) under argon was added 3.3 mL (45.4 mmol) of dimethyl sulfide over 10 minutes. The mixture was allowed to warm to 0° C. for 15 minutes then cooled again to -35° C. A solution of 5.0 g (32.4 mmol) of (E)-3,7-dimethyl-2,6-octadien-1-ol (geraniol) in 25 mL of dichloromethane was added dropwise over 10 minutes. After addition, the reaction was allowed to warm gradually to 0° C. over 2 hours. After 1 hour at 0° C., the reaction was quenched with ice-cold water, diluted with 500 mL of hexane, and the organic layer was separated. The hexane extract was washed with water, brine, dried over MgSO4 and evaporated to provide 5.21 g (93%) of title compound in the form of a yellow liquid.

1. temperaturethen cooled again to -35° C
2. additionAfter addition
3. temperatureto warm gradually to 0° C. over 2 hours
4. customthe reaction was quenched with ice-cold water
5. additiondiluted with 500 mL of hexane
6. customthe organic layer was separated
7. extractionThe hexane extract
8. washwas washed with water, brine
9. dry with materialdried over MgSO4
10. customevaporated