Sodium Hydroxide → alpha-[p-(1-Cycloheptenyl)-phenoxy]-undecanoic acid
Reaction equation
[OH-].[Na+].C([O:5][C:6](=[O:31])[CH:7]([O:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH:25]=2)=[CH:20][CH:19]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])C>C(O)C>[C:24]1([C:21]2[CH:20]=[CH:19][C:18]([O:17][CH:7]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[C:6]([OH:31])=[O:5])=[CH:23][CH:22]=2)[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH:25]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
100 ml of 2N sodium hydroxide solution are added to 27 g of α-[p-(1-cycloheptenyl)-phenoxy]-undecanoic acid ethyl ester in 150 ml of ethanol and the mixture is stirred for 2 hours at room temperature. The ethanol is removed in vacuo and the residue is partitioned between 2 N hydrochloric acid and ether. The organic phases are washed until neutral, dried over sodium sulphate and concentrated by evaporation in vacuo. Distillation of the residue at 0.04 mm gives α-[p-(1-cycloheptenyl)-phenoxy]-undecanoic acid, of melting point 79°-81° C (from n-hexane), in the fraction boiling at 185°-190° C.