Methanol → HCID 5283301, compound

Reaction equation

[CH2:1]([OH:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]/[CH:11]=[CH:12]\[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].O1CCCCC1OC1CCCCO1.CO>Cl.O>[CH2:1]([OH:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]/[CH:11]=[CH:12]\[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

Procedure

5 g. of (Z)-11-hexadecenol-tetrahydropyranyl ether (Formula III, R=H, Y=tetrahydropyranyl) are dissolved in 30 ml. of methanol, and 3 to 4 drops of hydrochloric acid are added. The solution is stirred at room temperature for 3 hours. The reaction mixture is poured into water and extracted with 100 ml. of methylene chloride. The extract is washed with water, dried over magnesium sulfate, filtered, and the solvent is evaporated in vacuo. 3 g. of Z-11-hexadecenol (Formula II, R=H) are obtained as a residue.