Sodium Hydroxide → 2-(1-Naphthylmethyl)-6-phenylhexanoic acid
Reaction equation
C([O:3][C:4](=[O:27])[CH:5]([CH2:16][C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1)[CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)C.[OH-].[Na+]>C(O)C>[C:17]1([CH2:16][CH:5]([CH2:6][CH2:7][CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:4]([OH:27])=[O:3])[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2.05 g of 2-(1-naphthylmethyl)-6-phenylhexanoic acid ethyl ester in 30 ml of ethanol was added 10 ml of a 2N-aqueous sodium hydroxide solution. The mixture was heated under reflux for 1.5 hours. The reaction mixture was concentrated under reduced pressure, and to the residue was added water, and the mixture was washed with diethyl ether to remove neutral materials. Then, the aqueous layer was acidified by adding concentrated hydrochloric acid. The solution was extracted with diethyl ether, and the ethereal layer was washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 1.85 g of 2-(1-naphthylmethyl)-6-phenylhexanoic acid as a colorless oil.