反应详情

温度

90 °C

1-Benzylnaphthalene (3.0 g; 13.7 mMol), as prepared above, formaldehyde (1.0 g; 35.7 mMol), glacial acetic acid (4.3 g; 71.7 mMol), concentrated hydrochloric acid (6.5 mL) and 85% phosphoric acid (4.3 mL) were combined and heated in an oil bath maintained at 90° C. for 4.5 hr. The reaction mixture was cooled, a small amount of water was added, and extraction was carried out with diethyl ether. The combined organic extractions were washed with sodium carbonate (10% aqueous), and brine; then dried over magnesium sulfate. The solvent was removed under reduced pressure, and the residue subjected to medium pressure chromatography on silica gel eluting with hexane. The product (1.18 g; 32% yield) was isolated as a colorless oil which subsequently crystallized.

1. temperatureheated in an oil bath
2. temperatureThe reaction mixture was cooled
3. extractionextraction
4. extractionThe combined organic extractions
5. washwere washed with sodium carbonate (10% aqueous), and brine
6. dry with materialthen dried over magnesium sulfate
7. customThe solvent was removed under reduced pressure
8. customThe product (1.18 g; 32% yield) was isolated as a colorless oil which
9. customsubsequently crystallized