3-(3,4-Dimethoxyphenyl)-4,4-diethoxy-2-ethoxycarbonylbutyric acid ethyl ester → 4,4-Diethoxy-3-(4-methoxy-3-phenethyloxyphenyl)butyric acid

HRID 1977696Notes

Reaction equation

HRID 1977696 reaction equation
C([O:3][C:4](=[O:36])[CH:5](C(OCC)=O)[CH:6]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:15]=1)[CH:7]([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10])C.C(OC(=O)C(C(OCC)=O)C(C1C=CC(OC)=C(OC)C=1)C(OCC)OCC)C>>[CH2:9]([O:8][CH:7]([O:11][CH2:12][CH3:13])[CH:6]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:15]=1)[CH2:5][C:4]([OH:36])=[O:3])[CH3:10]

Participants

3

Reactant 2

HCID 155213723-(3,4-Dimethoxyphenyl)-4,4-diethoxy-2-ethoxycarbonylbutyric acid ethyl esterHCID 543396074,4-Diethoxy-2-ethoxycarbonyl-3-(4-methoxy-3-phenethyloxyphenyl)butyric acid ethyl ester

Product 1

HCID 219944704,4-Diethoxy-3-(4-methoxy-3-phenethyloxyphenyl)butyric acidYield 51.4%

Procedure

Using the same procedure as in Example 1 (3), 4,4-diethoxy-2-ethoxycarbonyl-3-(4-methoxy-3-phenethyloxyphenyl)butyric acid ethyl ester, instead of 3-(3,4-dimethoxyphenyl)-4,4-diethoxy-2-ethoxycarbonyl butyric acid ethyl ester, was used to obtain a light yellow solid of above-described compound (51.4%) via 4,4-diethoxy-3-(4-methoxy-3-phenethyloxyphenyl)butyric acid (yield 51.4%).

Sources & evidence

ORD record
ord-06f1391fd00a47ec8947ba6d8786d947
Source dataset
uspto-grants-2001_05
Patent number
US06235739B1

Reaction notes

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