反应详情

In a 100 mL round bottom flask, 6-(3-chloro-propoxy)-3,4-dihydro-2H-naphthalen-1-one (1 g, 4.2 mmol), and glyoxylic acid monohydrate (387 mg, 4.2 mmol), in acetic acid (10 mL) was heated to reflux 6 h. The reaction was cooled and hydrazine monohydrate (0.41 mL, 8.4 mmol) was added and the reaction was heated to reflux 14 h. The reaction was cooled and the solvent concentrated under vacuum. The slurry was partitioned between methylene chloride and water, separated, dried over MgSO4. Purification with silica gel chromatography eluting with methylene chloride/methanol (95:5) produced 620 mg (51%). MS m/z 291 (M+H).

1. temperatureto reflux 6 h
2. temperatureThe reaction was cooled
3. temperaturethe reaction was heated
4. temperatureto reflux 14 h
5. temperatureThe reaction was cooled
6. concentrationthe solvent concentrated under vacuum
7. customThe slurry was partitioned between methylene chloride and water
8. customseparated
9. dry with materialdried over MgSO4
10. customPurification with silica gel chromatography
11. washeluting with methylene chloride/methanol (95:5)
12. customproduced 620 mg (51%)