Sodium Carbonate → HCID 5463066, compound

Participants

Reaction Steps

A solution of linoleyl alcohol (15 g, 56 mmol) in anhydrous CH2Cl2 (400 mL) was treated with pyridinium chlorochromate (36.4 g, 169 mmol) and Na2CO3 (2.98 g, 28.2 mmol) and then stirred (4 h). The reaction mixture was diluted with EtOAc and filtered through a pad of silica and then concentrated. The crude material was subjected to chromatography (1%→3%→6% EtOAc-heptane) to yield (9Z,12Z)-octadeca-9,12-dienal (10.5 g, 71%) as a colorless oil. Rf 0.58 (10% EtOAc-hexanes), FW 264.45, C18H32O.

Provenance & Evidence