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

HRID 488548Notes

Reaction equation

HRID 488548 reaction equation
[CH3:1][O:2][C:3]1[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:9]([O:17][CH3:18])[CH:8]=[CH:7][C:4]=1[CH:5]=O.ClC1C(OC)=C(C=[CH:29][C:30]([OH:32])=[O:31])C=CC=1OC>>[CH3:1][O:2][C:3]1[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:9]([O:17][CH3:18])[CH:8]=[CH:7][C:4]=1/[CH:5]=[CH:29]/[C:30]([OH:32])=[O:31]

Participants

3

Reactant 2

HCID 219461432,4-Dimethoxy-3-phenylbenzaldehydeHCID 688767863-(3-Chloro-2,4-dimethoxyphenyl)prop-2-enoic acid

Product 1

HCID 21946110(2E)-3-(2,4-Dimethoxy-3-phenylphenyl)prop-2-enoic acidYield 96%

Procedure

Compound 3c was synthesized from 2c in 96% yield using the procedure described for 3a. 1H NMR (DMSO-d6): δ 7.81 (d, J=8.8 Hz, 1H), 7.74 (d, J=16.0 Hz, 1H), 7.28–7.42 (m, 5H), 6.97 (d, J=8.8 Hz, 1H), 6.47 (d, J=16.0 Hz, 1H), 3.73 (s, 3H), 3.25 (s, 3H).

Sources & evidence

ORD record
ord-4cf5d10d9abd47e29b9ec1debfe0ae86
Source dataset
uspto-grants-2005_12
Patent number
US06972339B2

Reaction notes

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