2,4,6-Trimethoxybenzaldehyde → (E)-2-[(E)-2,4,6-trimethoxybenzylidene]-3-carboxy-4-phenyl-3-butenoic acid methyl ester

HRID 1683961Notes

Reaction equation

HRID 1683961 reaction equation
[CH3:1][O:2][C:3](=[O:17])[CH2:4]/[C:5](/[C:13]([O:15]C)=[O:14])=[CH:6]\[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH3:18][O:19][C:20]1[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[C:24]([O:30][CH3:31])[C:21]=1[CH:22]=O>>[CH3:1][O:2][C:3](=[O:17])/[C:4](=[CH:22]/[C:21]1[C:20]([O:19][CH3:18])=[CH:27][C:26]([O:28][CH3:29])=[CH:25][C:24]=1[O:30][CH3:31])/[C:5](/[C:13]([OH:15])=[O:14])=[CH:6]\[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH3:1][O:2][C:3](=[O:17])/[C:4](=[CH:22]\[C:21]1[C:20]([O:19][CH3:18])=[CH:27][C:26]([O:28][CH3:29])=[CH:25][C:24]=1[O:30][CH3:31])/[C:5](/[C:13]([OH:15])=[O:14])=[CH:6]\[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 700192,4,6-TrimethoxybenzaldehydeHCID 6186590(E)-3-methoxycarbonyl-4-phenyl-3-butenoic acid methyl ester

Product 2

HCID 86750969(E)-2-[(E)-2,4,6-trimethoxybenzylidene]-3-carboxy-4-phenyl-3-butenoic acid methyl esterHCID 86750970(E)-2-[(Z)-2,4,6-trimethoxybenzylidene]-3-carboxy-4-phenyl-3-butenoic acid methyl ester

Procedure

(E)-3-Methoxycarbonyl-4-phenyl-3-butenoic acid methyl ester and 2,4,6-trimethoxybenzaldehyde are treated in the same manner as in Example 1-(1) to give (E)-2-[(E)-2,4,6-trimethoxybenzylidene]-3-carboxy-4-phenyl-3-butenoic acid methyl ester (foam) and (E)-2-[(Z)-2,4,6-trimethoxybenzylidene]-3-carboxy-4-phenyl-3-butenoic acid methyl ester (m.p. 208°-210° C.).

Sources & evidence

ORD record
ord-df85293bd7a2415c887bb8146776b97d
Source dataset
uspto-grants-1997_06
Patent number
US05639789

Reaction notes

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