4-Nitrophenol → HCID 15097583, compound

HRID 1651258Notes

Reaction equation

HRID 1651258 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9](/[CH:21]=[CH:22]/[C:23]([OH:25])=[O:24])=[C:10]2[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=2)=[CH:5][CH:4]=1.[N+:26]([C:29]1[CH:34]=[CH:33][C:32](O)=[CH:31][CH:30]=1)([O-:28])=[O:27].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[N+:26]([C:29]1[CH:34]=[CH:33][C:32]([O:24][C:23](=[O:25])/[CH:22]=[CH:21]/[C:9]2[CH:8]=[CH:7][C:6]3[C:11](=[CH:12][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[C:10]=2[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=2)=[CH:31][CH:30]=1)([O-:28])=[O:27]

Participants

5

Reactant 3

HCID 9804-NitrophenolHCID 10868DicyclohexylcarbodiimideHCID 23051573HCID 23051573, compound

Product 1

HCID 15097583HCID 15097583, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As in Example 113, (E)-3-[7-methoxy-1-(3-methoxyphenyl)-2-naphthalenyl]-2-propenoic acid (0.982 g) was reacted with 4-nitrophenol (0.493 g) in dichloromethane (10 mL) in the presence of 1,3-dicyclohexylcarbodiimide (606 g) at room temperature overnight. The usual work up provided 1.2 g of (E)-3-[7-methoxy-1-(3-methoxyphenyl)-2-naphthalenyl]-2-propenoic acid 4-nitrophenyl ester.

Sources & evidence

ORD record
ord-0754970bbd104155addfbe9272464822
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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