Diisobutylaluminum hydride → (1-Methyl-1,2,3,4-tetrahydroquinolin-7-yl)methanol

Participants

Reaction Conditions

Reaction Steps

To a cooled (0° C.) solution of methyl 1-methyl-1,2,3,4-tetrahydroquinoline-7-carboxylate (320 mg, 1.559 mmol) in THF (25 mL) was added a solution of DIBAL-H in THF (6.24 ml, 6.24 mmol). The reaction mixture was stirred for 3 hr at 0° C. The reaction mixture was treated with 30 mL of 10% aqueous sodium potassium tartrate and stirred for 2 h at 20° C. The mixture was extracted with AcOEt. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to give the title compound. MS (Method A) [M+H]+=178.0

Provenance & Evidence