反应详情

To a solution of the aldehyde (Step B, 0.51 g, 2.3 mmol, 1 eq) and CH2Cl2 (30 mL) was added 4-t-butyl-aniline (0.36 mL, 2.3 mmol, 1 eq) and NaBH(OAc)3 (1.5 g, 6.8 mmol, 3.0 eq). The mixture was stirred at RT for 18 h then quenched with H2O. The mixture was extracted with EtOAc, the organic layer was washed with brine, dried (MgSO4) and concentrated in vacuo to give an orange oil. Purification by silica flash chromatography gave the desired compound as a yellow-orange foam. MS m/e 357 (M+H)+. Calc'd for C20H24N2O4-356.42.

1. customthen quenched with H2O
2. extractionThe mixture was extracted with EtOAc
3. washthe organic layer was washed with brine
4. dry with materialdried (MgSO4)
5. concentrationconcentrated in vacuo
6. customto give an orange oil
7. customPurification by silica flash chromatography