Ethyl 4-[(5-butyl-7,8-dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoate → 4-[(5-Butyl-8,8-dimethyl-7,8-dihydronaphth-3-yl)ethynyl]benzoic acid
Reaction equation
CC1(C)C2C=CC(C#CC3C=CC(C(O)=O)=CC=3)=CC=2C(C(C)(C)C)=CC1.[CH2:28]([C:32]1[C:33]2[CH:34]=[C:35]([C:44]#[C:45][C:46]3[CH:56]=[CH:55][C:49]([C:50]([O:52]CC)=[O:51])=[CH:48][CH:47]=3)[CH:36]=[CH:37][C:38]=2[C:39]([CH3:43])([CH3:42])[CH2:40][CH:41]=1)[CH2:29][CH2:30][CH3:31].C(C1C2C=C(C#CC3C=CC(C([O-])=O)=CC=3)C=CC=2C(C)(C)CC=1)CCC>>[CH2:28]([C:32]1[C:33]2[CH:34]=[C:35]([C:44]#[C:45][C:46]3[CH:56]=[CH:55][C:49]([C:50]([OH:52])=[O:51])=[CH:48][CH:47]=3)[CH:36]=[CH:37][C:38]=2[C:39]([CH3:42])([CH3:43])[CH2:40][CH:41]=1)[CH2:29][CH2:30][CH3:31]Participants
4
Reactant 3
Product 1
Procedure
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), 22.6 mg (0.06 mmol) of ethyl 4-[(5-butyl-7,8-dihydro-8,8-dimethylnaphth-3-yl)-ethynyl]benzoate (Compound 74) was converted into the title compound using 6.1 mg (0.146 mmol) of LiOH in H2O.
Sources & evidence
- ORD record
- ord-822cdf77a5b2465e9f3574296ac6d5d4
- Source dataset
- uspto-grants-1999_12
- Patent number
- US05998471
Reaction notes
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