Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-(1-pentynyl)naphth-3-yl)ethynyl]benzoate → 4-((7,8-Dihydro-8,8-dimethyl-5-(1-pentynyl)naphth-3-yl)ethynyl]benzoic acid
Reaktionsgleichung
CC1(C)C2C=CC(C#CC3C=CC(C(O)=O)=CC=3)=CC=2C(C(C)(C)C)=CC1.[CH3:28][C:29]1([CH3:57])[C:38]2[CH:37]=[CH:36][C:35]([C:39]#[C:40][C:41]3[CH:51]=[CH:50][C:44]([C:45]([O:47]CC)=[O:46])=[CH:43][CH:42]=3)=[CH:34][C:33]=2[C:32]([C:52]#[C:53][CH2:54][CH2:55][CH3:56])=[CH:31][CH2:30]1>>[CH3:28][C:29]1([CH3:57])[C:38]2[CH:37]=[CH:36][C:35]([C:39]#[C:40][C:41]3[CH:42]=[CH:43][C:44]([C:45]([OH:47])=[O:46])=[CH:50][CH:51]=3)=[CH:34][C:33]=2[C:32]([C:52]#[C:53][CH2:54][CH2:55][CH3:56])=[CH:31][CH2:30]1Komponenten
3
Versuchsvorschrift
Employing the same general procedure as for the preparation of 4-[(7,8-dihydro-8,8-dimethyl-5-(1,1-dimethylethyl)naphth-3-yl )ethynyl]benzoic acid (Compound 80), 42.0 mg (0.106 mmol) of ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-(1-pentynyl)naphth-3-yl)ethynyl]benzoate (Compound 75) was converted into the title compound (colorless solid) using 11.1 mg (0.27 mmol) of LiOH in H2O in 3 mL of THF/water (3:1, v/v, flushed with argon).