Benzoic acid, 4-((5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl)-, ethyl ester → Ethyl 4-[(5-acetoxy-7,8-dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoate
Reaction equation
[C:1]([O:4][C:5]1[C:6]2[CH:7]=[CH:8][C:9](C#CC3C=CC(C(OCC)=O)=CC=3)=[CH:10][C:11]=2[C:12]([CH3:16])([CH3:15])[CH2:13][CH:14]=1)(=[O:3])[CH3:2].CC1(C)C2C=CC([C:41]#[C:42][C:43]3[CH:53]=[CH:52][C:46]([C:47]([O:49][CH2:50][CH3:51])=[O:48])=[CH:45][CH:44]=3)=CC=2C(=O)CC1>>[C:1]([O:4][C:5]1[C:6]2[CH:7]=[C:8]([C:41]#[C:42][C:43]3[CH:53]=[CH:52][C:46]([C:47]([O:49][CH2:50][CH3:51])=[O:48])=[CH:45][CH:44]=3)[CH:9]=[CH:10][C:11]=2[C:12]([CH3:16])([CH3:15])[CH2:13][CH:14]=1)(=[O:3])[CH3:2]Participants
3
Procedure
Employing the same general procedure as for the preparation of ethyl 4-[(5-acetoxy-7,8-dihydro-8,8-dimethylnaphth-2-yl)ethynyl]benzoate (Compound 105), 90.0 mg (0.26 mmol) of ethyl 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-3-yl)ethynyl]benzoate (Compound 2) was converted into the title compound (light yellow powder) using 0.06 ml (0.78 mmol) of acetic anhydride and 5 mg (0.03 mmol) of p-toluenesulfonic acid.
Sources & evidence
- ORD record
- ord-8ffccad9eef74199b499fe2d3fbc90c9
- Source dataset
- uspto-grants-1997_04
- Patent number
- US05618931
Reaction notes
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