Reaktion #161529

Reaktionsgleichung

bicyclo[2.2.1]heptan-2-ylmethanol

3-hydroxybenzaldehyde

→

3-(bicyclo[2.2.1]heptan-2-ylmethoxy)benzaldehyde

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe product was purified by flash chromatography (5 to 30% EtOAc/hexane gradient)

Vorschrift

Condensation of bicyclo[2.2.1]heptan-2-ylmethanol with 3-hydroxybenzaldehyde (11) under Mitsunobu conditions was performed following the method given in Example 2. The product was purified by flash chromatography (5 to 30% EtOAc/hexane gradient) to give 3-(bicyclo[2.2.1]heptan-2-ylmethoxy)benzaldehyde as a colorless oil. Yield (0.88 g, 32%). 1H NMR (400 MHz, DMSO-d6) δ 9.95 (s, 1H), 7.38-7.50 (m, 3H), 7.22-7.28 (m, 1H), 4.01 (m, 1H), 3.88-3.93 (m, 1H), 3.70-3.80 (m, 1H), 2.15-2.29 (m, 2H), 1.67-1.90 (m, 1H), 1.40-1.52 (m, 2H), 1.24-1.40 (m, 2H), 1.05-1.21 (m, 2H), 0.75 (ddd, J=2.3, 5.1, 12.1 Hz, 1H).

Quelle