Tetrabutylammonium fluoride (1
M in THF, 39 mL, 39.0 mmol, 1.82 equiv) was added to a solution of
pivalate77 (12.2 g, 21.4 mmol, 1.00 equiv) in THF (68
mL) at 0 °C. The reaction mixture was stirred for 1.5 h before
water was added. The mixture was extracted with MTBE (3×). The
combined organic layers were washed with brine, dried over MgSO4, and concentrated in vacuo. The crude product
was purified via column chromatography (petroleum ether:EtOAc 9:1)
providing aldehyde39 (8.97 g, 21.1 mmol, 99%) as a colorless
oil. Aldehyde39 was used in the next reaction without
detailed characterization.
M in THF, 39 mL, 39.0 mmol, 1.82 equiv) was added to a solution of
pivalate
mL) at 0 °C. The reaction mixture was stirred for 1.5 h before
water was added. The mixture was extracted with MTBE (3×). The
combined organic layers were washed with brine, dried over MgSO4, and concentrated in vacuo. The crude product
was purified via column chromatography (petroleum ether:EtOAc 9:1)
providing aldehyde
oil. Aldehyde
detailed characterization.
Free full text: Click here
