(2E)-3-(2,4-Dimethoxy-3-phenylphenyl)prop-2-enoic acid → 3-(2,4-Dimethoxy-3-phenylphenyl)propanoic acid

HRID 1819829Notes

Reaction equation

HRID 1819829 reaction equation
[CH3:1][O:2][C:3]1[C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[C:7]([O:15][CH3:16])[CH:6]=[CH:5][C:4]=1/[CH:17]=[CH:18]/[C:19]([OH:21])=[O:20].ClC1C(OC)=C(CCC(O)=O)C=CC=1OC>>[CH3:1][O:2][C:3]1[C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[C:7]([O:15][CH3:16])[CH:6]=[CH:5][C:4]=1[CH2:17][CH2:18][C:19]([OH:21])=[O:20]

Participants

3

Reactant 2

HCID 21946110(2E)-3-(2,4-Dimethoxy-3-phenylphenyl)prop-2-enoic acidHCID 219461123-(3-Chloro-2,4-dimethoxyphenyl)propionic acid

Product 1

HCID 219461073-(2,4-Dimethoxy-3-phenylphenyl)propanoic acidYield 98%

Procedure

Compound 4c was synthesized from 3c in 98% yield using the procedure described for 4a. 1H NMR (DMSO-d6): δ 12.0 (br s, 1H), 7.39 (m, 2H), 7.29 (m, 3H), 7.18 (d, J=8.5 Hz, 1H), 6.80 (d, J=8.5 Hz, 1H), 3.64 (s, 3H), 3.18 (s, 3H), 2.78 (t, J=7.5 Hz, 2H), 2.50 (t, J=7.5 Hz, 2H).

Sources & evidence

ORD record
ord-f5b8e0f008a14243a364d72ccb934358
Source dataset
uspto-grants-2009_10
Patent number
US07601851B2

Reaction notes

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