Methyl 8-bromooctanoate → (E)-8-[2-(3-Methoxy-3-oxo-1-propenyl)-3-(6-hydroxy-1-hexynyl)phenoxy]octanoic Acid Methyl Ester
Reaction equation
[CH3:1][O:2][C:3](=[O:20])/[CH:4]=[CH:5]/[C:6]1[C:11]([C:12]#[C:13][CH2:14][CH2:15][CH2:16][CH2:17][OH:18])=[CH:10][CH:9]=[CH:8][C:7]=1[OH:19].Br[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([O:31][CH3:32])=[O:30]>>[CH3:32][O:31][C:29](=[O:30])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][O:19][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]([C:12]#[C:13][CH2:14][CH2:15][CH2:16][CH2:17][OH:18])[C:6]=1/[CH:5]=[CH:4]/[C:3]([O:2][CH3:1])=[O:20]Participants
3
Procedure
Using the procedure of example 122, (E)-3-[(2-hydroxy-6-(6-hydroxy-1-hexynyl)phenyl]-2-propenoic acid methyl ester (example 176) was alkylated with methyl 8-bromo-octanoate giving the title compound, in 67% yield, as a colorless oil.
Sources & evidence
- ORD record
- ord-e82f3fb2c0fd40eebb574333450c7957
- Source dataset
- uspto-grants-1993_12
- Patent number
- US05273999
Reaction notes
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