反应详情

7.33 g (37 mmol) of the compound (124) obtained in Reference Example 6 was added to 60 ml of 6N hydrochloric acid, and while cooling on ice, 15 ml of aqueous solution containing 2.95 g (43 mmol) of sodium nitrite was dropped to the solution through 5 minutes. The solution was stirred for 30 minutes as was. Then, 20 ml of concentrated hydrochloric acid and 20 ml of acetic acid were added to the solution, and the solution was stirred for 1 hour. While cooling on ice, 35 ml of concentrated hydrochloric acid solution containing 6.20 g (63 mmol) of cuprous chloride was dropped to the solution through 40 minutes, and the solution was stirred for 3 hours as was. The solution was extracted with 300 ml of ethyl acetate, and after drying over magnesium sulfate, the solvent was removed by distillation. The residue was separated by the column chromatography (silica gel 100 g, eluent solvent; chloroform:methanol=50:1) to obtain 6.69 g of the subject compound (125) in a 83% yield.

1. additionwas dropped to the solution through 5 minutes
2. stirringthe solution was stirred for 1 hour
3. additionwas dropped to the solution through 40 minutes
4. stirringthe solution was stirred for 3 hours
5. extractionThe solution was extracted with 300 ml of ethyl acetate
6. dry with materialafter drying over magnesium sulfate
7. customthe solvent was removed by distillation
8. customThe residue was separated by the column chromatography (silica gel 100 g, eluent solvent; chloroform:methanol=50:1)