5-[3-(Ethoxycarbonyl)benzoyl]-2-hydroxybenzenepropanoic acid ethyl ester → 2-{[6-(4-Methoxyphenyl)-5-hexynyl]oxy}-5-[3-(ethoxycarbonyl)benzoyl]benzenepropanoic acid ethyl ester
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]#[C:10][CH2:11][CH2:12][CH2:13][CH2:14][OH:15])=[CH:5][CH:4]=1.[CH2:16]([O:18][C:19](=[O:42])[CH2:20][CH2:21][C:22]1[CH:27]=[C:26]([C:28](=[O:40])[C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH:30]=2)[CH:25]=[CH:24][C:23]=1O)[CH3:17]>>[CH2:16]([O:18][C:19](=[O:42])[CH2:20][CH2:21][C:22]1[CH:27]=[C:26]([C:28](=[O:40])[C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH:30]=2)[CH:25]=[CH:24][C:23]=1[O:15][CH2:14][CH2:13][CH2:12][CH2:11][C:10]#[C:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[CH3:17]Participants
3
Procedure
Following the procedure of Example 92B, 0.38 g of 6-(4-methoxyphenyl)-5-hexynyl alcohol were converted to the mesyl ester and reacted with 0.69 g of 5-[3(ethoxycarbonyl)benzoyl]-2-hydroxybenzenepropanoic acid ethyl ester to provide the title product in 55% yield as an oil.
Sources & evidence
- ORD record
- ord-83a1666af07b42c3b23d4f50e29b68b3
- Source dataset
- uspto-grants-1991_02
- Patent number
- US04992576
Reaction notes
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