HCID 10893325, compound → 10-Hydroxy-9-methoxyoctadecanoic acid
Reaction equation
[OH:1][CH:2]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH:3]([O:15][CH3:16])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([O:13]C)=[O:12]>[OH-].[Na+].CO>[OH:1][CH:2]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH:3]([O:15][CH3:16])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
The methyl 10-hydroxy-9-methoxyoctadecanoate (3) (4.0 g; 0.012 mol) was dissolved in 1N methanol sodium hydroxide solution (100 mL) (Aldrich) and heated under reflux for 12 h. The methanol was removed from the reaction mixture and the crude product was dissolved in 100 mL water. The aqueous solution was neutralised with hydrochloric acid (Aldrich) and the product extracted with 3×50 mL dichloromethane (J. T. Baker). The dichloromethane solution was washed with 3×50 mL water and dried over anhydrous sodium sulfate (J. T. Baker). The dichloromethane solution was filtered and the solvent was removed to obtain the intermediate compound 4.