反应详情

温度

-70 °C

A solution of diisopropylamine (63.0 mL) in THF was treated dropwise with butyl lithium (268 mL of 1.6M solution in hexanes) at −10° C. Upon completion of the addition, the reaction mixture was cooled to −70° C. and then treated dropwise with γ-butyrolactone (33.0 mL) keeping the speed of the addition at such a rate that the temperature of the mixture remained below −60° C. After stirring for additional 30 min at −70° C., the mixture was treated dropwise with benzyl bromide (51.0 mL) again keeping the speed of the addition at such a rate that the temperature of the mixture remained below −60° C. After completion of the addition, the stirring of the reaction mixture was continued at −70° C. for 2 h. Then the mixture was warmed-up to 0° C. and quenched by addition of a small amount of water. The solvents were removed in vacuum and the residue was redissolved in dichloromethane, washed with 10% aqueous hydrochloric acid, then with water, dried over magnesium sulfate, filtered, concentrated on a rotary evaporator and distilled in vacuum to give 26.0 g (34%) of the title compound.

1. additionUpon completion of the addition
2. additionthe speed of the addition at such a rate that the temperature of the mixture
3. customremained below −60° C
4. additionthe speed of the addition at such a rate that the temperature of the mixture
5. customremained below −60° C
6. additionAfter completion of the addition
7. stirringthe stirring of the reaction mixture
8. waitwas continued at −70° C. for 2 h
9. temperatureThen the mixture was warmed-up to 0° C.
10. customquenched by addition of a small amount of water
11. customThe solvents were removed in vacuum
12. dissolutionthe residue was redissolved in dichloromethane
13. washwashed with 10% aqueous hydrochloric acid
14. dry with materialwith water, dried over magnesium sulfate
15. filtrationfiltered
16. concentrationconcentrated on a rotary evaporator
17. distillationdistilled in vacuum