REDUCTION OF WEINREB AMIDE TO ALDEHYDE

1. Dissolve Weinreb Amide in Et₂O. Stir. Cool to 0 ^oC

2. Add LAH/Et₂O [1]

3. Stir the mixture at 0 ^oC for 1 hr [2]

4. Quench slowly w/sat aq. KHSO₄ [3]

5. Warm to R.T. Stir for 30 min

6. Add 1N HCl and stir for 2 hrs [4] ® separate

7. Wash organic layer w/sat NaHCO₃ then water and brine

8. Dry w/MgSO₄. Filter

9. Concentrate in vacuo [5]® crude as colorless liquid

10. NMR w/CDCl₃. Yield >95% [6]