Potassium Hydroxide → 6-[3-(1-Adamantyl)-4-(3-hydroxypropyloxy)phenyl]-2-naphthoic acid
반응식
[C:1]12([C:11]3[CH:12]=[C:13]([C:22]4[CH:23]=[C:24]5[C:29](=[CH:30][CH:31]=4)[CH:28]=[C:27]([C:32]([O:34]C)=[O:33])[CH:26]=[CH:25]5)[CH:14]=[CH:15][C:16]=3[O:17][CH2:18][CH2:19][CH2:20][OH:21])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[OH-].[K+]>C(O)CCC>[C:1]12([C:11]3[CH:12]=[C:13]([C:22]4[CH:23]=[C:24]5[C:29](=[CH:30][CH:31]=4)[CH:28]=[C:27]([C:32]([OH:34])=[O:33])[CH:26]=[CH:25]5)[CH:14]=[CH:15][C:16]=3[O:17][CH2:18][CH2:19][CH2:20][OH:21])[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2참가 물질
4
반응 조건
- 온도
- 100 °C
실험 절차
0.57 g (1.21 mmol) of the ester obtained in Example 7 in suspension in 30 ml of n-butanol is treated with 400 mg of potassium hydroxide. The reaction mixture is heated for 3 h at 100° C., then evaporated to dryness, and is taken up in 50 ml of water and washed with ether. The aqueous phase is acidified to pH=1 with concentrated HCl and extracted with 600 ml of ether. The organic phase is washed with water, dried over magnesium sulphate, filtered and evaporated to give 0.49 g (90%) of the expected acid which melts at 277°-279° C.