反应详情

A solution of methyl 4-(3-(4-tert-butylphenyl)-2-oxoimidazolidin-1-yl)benzoate (270 mg, 0.77 mmol) in dichloromethane (50 ml) at −78° C. was treated with ml of 1.0 M DIBAL solution in dichloromethane. The resulting solution was stirred cold for 2 hour, then quenched with ml of sat's Rochelle salt solution. The mixture was partitioned between 100 ml dichloromethane and 50 ml of 1 N NaOH. The organic layer was separated, dried and concentrated. The residue was purified on ISCO system (5% methanol in dichloromethane) to give a pure product as a white crystalline (113 mg, 35%): 1H NMR (400 MHz, CDCl3) δ 7.60 (d, 2H), 7.50 (d, 2H), 7.10 (m, 4H), 4.64 (s, 2H), 4.00 (s, 4H), 1.58 (s, 9H).

1. customquenched with ml of sat's Rochelle salt solution
2. customThe mixture was partitioned between 100 ml dichloromethane and 50 ml of 1 N NaOH
3. customThe organic layer was separated
4. customdried
5. concentrationconcentrated
6. customThe residue was purified on ISCO system (5% methanol in dichloromethane)
7. customto give a pure product as a white crystalline (113 mg, 35%)