反应详情

4-Hydroxy-5,6,7,8-tetrahydro-naphthalene-1-carbaldehyde (109, 4.6 g, 29.1 mmol) (3-Bromopropyl)-carbamic acid tert-butyl ester (110, 4.6 g, 32 mmol), and potassium carbonate (6.03 g, 43.7 mmol) were stirred in 140 mL of dry DMF over night. The reaction mixture was poured into water and extracted with dichloromethane. The organic layer was washed with water and brine., dried with magnesium sulfate, filtered, concentrated and purified by flash chromatography (0-30% EtOAc/hexane) to give crude product, which was recrystallized from EtOAc/Hexane to give 5.8 g of 111, [3-(4-formyl-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-propyl]-carbamic acid tert-butyl ester.

1. extractionextracted with dichloromethane
2. washThe organic layer was washed with water and brine
3. dry with material, dried with magnesium sulfate
4. filtrationfiltered
5. concentrationconcentrated
6. custompurified by flash chromatography (0-30% EtOAc/hexane)
7. customto give crude product, which
8. customwas recrystallized from EtOAc/Hexane