4-((5,6,7,8-Tetrahydro-8,8-dimethyl-5-oxonaphth-2-yl)ethynyl]benzoic acid → 4-[(5-Cyano-7,8-dihydro-8,8-dimethylnaphth-2-yl)ethynyl]benzoic acid
Reaction equation
[C:1]([C:3]1[C:4]2[CH:5]=[C:6](C#CC3C=CC(C(O)=O)=CC=3)[CH:7]=[CH:8][C:9]=2[C:10]([CH3:14])([CH3:13])[CH2:11][CH:12]=1)#[N:2].CC1(C)C2C=C([C:37]#[C:38][C:39]3[CH:47]=[CH:46][C:42]([C:43]([OH:45])=[O:44])=[CH:41][CH:40]=3)C=CC=2C(=O)CC1>>[C:1]([C:3]1[C:4]2[CH:5]=[CH:6][C:7]([C:37]#[C:38][C:39]3[CH:47]=[CH:46][C:42]([C:43]([OH:45])=[O:44])=[CH:41][CH:40]=3)=[CH:8][C:9]=2[C:10]([CH3:14])([CH3:13])[CH2:11][CH:12]=1)#[N:2]Participants
3
Procedure
Employing the same general procedure as for the preparation of 4-[(8-cyano-7,8-dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoic acid (Compound 129), 63 mg (0.26 mmol) of 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-2-yl)ethynyl]benzoic acid (Compound 7) was, converted into the title compound (yellow powder) using 0.06 ml (0.54 mmol) of cyanotrimethylsilane and 6 drops of boron trifluoride etherate.
Sources & evidence
- ORD record
- ord-2e663426861c4ea98acdff693554c318
- Source dataset
- uspto-grants-1999_12
- Patent number
- US05998471
Reaction notes
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