反应详情

To a cooled (-80° C.) solution of neopentyl 5-bromonaphthalene-2-sulfonate (300 mg; 0.84 mmol) in anhydrous ether (12 mL) is added tert-butyllithium (1.7M in ether) (1 mL; 1.7 mmol), immediately followed by a solution of dimethylformamide (125 mg; 1.7 mmol) in ether (2 mL). The external cooling bath is removed and stirring is allowed to proceed for 1 hour. The reaction mixture is quenched with water (10 mL), the two solution phases are separated and the aqueous phase is extracted with ether (2×10 mL). The combined organic phase is dried (MgSO4), filtered and concentrated under reduced pressure to afford crude neopentyl 5-methylnaphthalene-2-sulfonate.

1. customThe external cooling bath is removed
2. customThe reaction mixture is quenched with water (10 mL)
3. customthe two solution phases are separated
4. extractionthe aqueous phase is extracted with ether (2×10 mL)
5. dry with materialThe combined organic phase is dried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure