Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-phenylnaphth-3-yl)ethynyl]benzoate → 4-[2-(5,5-dimethyl-8-phenyl-6H-naphthalen-2-yl)ethynyl]benzoic Acid
Reaktionsgleichung
CC1(C)CC=C(C2SC=CN=2)C2C=C(C#CC3C=CC(C(O)=O)=CC=3)C=CC1=2.[CH3:29][C:30]1([CH3:59])[CH2:39][CH:38]=[C:37]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[C:36]2[CH:35]=[C:34]([C:46]#[C:47][C:48]3[CH:58]=[CH:57][C:51]([C:52]([O:54]CC)=[O:53])=[CH:50][CH:49]=3)[CH:33]=[CH:32][C:31]1=2>>[CH3:29][C:30]1([CH3:59])[CH2:39][CH:38]=[C:37]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[C:36]2[CH:35]=[C:34]([C:46]#[C:47][C:48]3[CH:49]=[CH:50][C:51]([C:52]([OH:54])=[O:53])=[CH:57][CH:58]=3)[CH:33]=[CH:32][C:31]1=2Komponenten
3
Versuchsvorschrift
Employing the same general procedure as for the preparation of 4-[(5,6-dihydro-5,5-dimethyl-8-(2-thiazolyl)-2-naphthalenyl)ethynyl]benzoic acid (Compound 30a), 27.0 mg (0.07 mmol) of ethyl 4-[(5,6-dihydro-5,5-dimethyl-8-phenyl-2-naphthalenyl)ethynyl]benzoate (Compound 1a) was converted into the title compound (colorless solid) using 5.9 mg (0.14 mmol) of LiOH in H2O. PMR (d6 -DMSO): δ 1.31 (6H, s), 2.35 (2H, d, J=4.5 Hz), 6.05 (1H, t, J=J=J=4.5 Hz), 7.00 (1H, s), 7.33 (2H, d, J=6.2 Hz), 7.44 (4H, m), 7.59 (2H, d, J=8.1 Hz), 7.90 (2H, d, J=8.1 Hz).
Quellen und Nachweise
- ORD-Eintrag
- ord-ef8d84a113a54977a6b877334cd26068
- Quelldatensatz
- uspto-grants-1998_07
- Patentnummer
- US05776699
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