反应详情

To a solution of 4-(3-methyl-butyryl)-benzoic acid methyl ester (Preparation 4) (440 mg, 2 mmol) in dichloromethane (30 mL) is added 4′-tert-butyl-biphenyl-4-ylamine (Preparation 1) (450 mg, 2 mmol), and triethylamine (606 mg, 6 mmol). Titanium(IV) chloride in dichloromethane (1M, 1 mL) is added dropwise. The reaction is monitored by TLC. Once the starting material is consumed, the reaction is carefully quenched with sodium cyanoborohydride (377 mg, 6 mmol) in MeOH (5 mL) and stirred for 2 h. The reaction is adjusted to pH=13 with 5N NaOH, extracted with EtOAc, dried (Na2SO4), and concentrated under reduced pressure. The resulting residue is purified by silica gel chromatography, eluting with dichloromethane to afford 718 mg of the titled compound. 1H-NMR.

1. customOnce the starting material is consumed
2. extractionextracted with EtOAc
3. dry with materialdried (Na2SO4)
4. concentrationconcentrated under reduced pressure
5. customThe resulting residue is purified by silica gel chromatography
6. washeluting with dichloromethane