Methanol → 2-[(6-Methoxy-6-oxohexyl)oxy]-6-[6-[[4-oxo-8-(3-phenylpropyl)-4H-1-benzopyran-7-yl]oxy]hexyl]benzenepropanoic Acid Methyl Ester
Reaction equation
[CH3:1][O:2][C:3](=[O:48])[CH2:4][CH2:5][C:6]1[C:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:29]1[CH:34]=[CH:33][C:32]([C:35](=[O:37])[CH3:36])=[C:31]([OH:38])[C:30]=1[CH2:39][CH2:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1.[CH3:49]O>>[CH3:1][O:2][C:3](=[O:48])[CH2:4][CH2:5][C:6]1[C:7]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:29]2[CH:34]=[CH:33][C:32]3[C:35](=[O:37])[CH:36]=[CH:49][O:38][C:31]=3[C:30]=2[CH2:39][CH2:40][CH2:41][C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)=[CH:8][CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19]Participants
3
Reactant 2
Product 1
Procedure
Using the procedure of example 1 with the modification that methanol was used in place of ethanol, 2-[6-[4-acetyl-3-hydroxy-2-(3-phenylpropyl)phenoxy]hexyl]-6-[(6-methoxy-6-oxohexyl)oxy]benzenepropanoic acid methyl ester from the preceding example was converted into the title compound, a pale-yellow oil purified by flash-chromatography on silica gel (eluting with 3:1 toluene-ethyl acetate), in 57.4% yield.
Sources & evidence
- ORD record
- ord-b0ff7449adb24843a6fe794fda483e37
- Source dataset
- uspto-grants-1993_12
- Patent number
- US05273999
Reaction notes
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