Toluene → HCID 72460980, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2,6,11,15-tetramethyl-hexadeca-2,4,6,8,10,12,14-heptaenedioic acid diethyl ester (200 g, 0.52 mol) in 3000 mL of DCM was added dropwise a solution of diisobutylaluminum hydride in toluene (1.5 M, 1533 mL, 2.30 mol) at −78° C. The mixture was stirring at 0° C. for 2 h. 100 mL of water was added the 200 ml of 2N NaOH was added to quench the reaction. The suspension was filtered off and solid was washed by a large amount of THF. The combined organic layer were dried over Na2SO4 and evaporated to give 133.16 g (85%) brown solid. 1H NMR (300 Hz, CDCl3) δ 6.41 (m, 10H, CH), 4.16 (s, 4H, CH2), 1.95 (m, 12H, CH3).

Provenance & Evidence