Acetic Anhydride → (Z,Z)-11,13-Hexadecadienal

반응식

[CH2:1]([OH:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]/[CH:11]=[CH:12]\[CH:13]=[CH:14]/[CH2:15][CH3:16].C(OC(=O)C)(=O)C>N1C=CC=CC=1.C(=O)(O)[O-].[Na+]>[CH:1](=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]/[CH:11]=[CH:12]\[CH:13]=[CH:14]/[CH2:15][CH3:16]

참가 물질

실험 절차

(11Z,13Z)-11,13-hexadecadien-1-ol (3.19 mmol) and acetic anhydride (6.38 mmol), in 5 ml of dry pyridine, are stirred under nitrogen at room temperature for 20 hours. The reaction mixture is then poured in sodium bicarbonate solution and extracted with pentane (2X). The organic layer is washed with dilute HCl and with brine, dried over magnesium sulfate and the solvent removed in vacuo. The crude product is purified to yield the final product, (11Z,13Z)-11,13-hexadecadien-1-al.