4-Nitrophenol → HCID 14347443, compound

HRID 1110613Notes

Reaction equation

HRID 1110613 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[C:9](/[CH2:16][CH2:17][CH2:18][CH3:19])=[CH:10]\[CH:11]=[CH:12]\[C:13]([OH:15])=[O:14])[CH:6]=[CH:7][CH:8]=1.[N+:20]([C:23]1[CH:28]=[CH:27][C:26](O)=[CH:25][CH:24]=1)([O-:22])=[O:21].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[N+:20]([C:23]1[CH:28]=[CH:27][C:26]([O:14][C:13](=[O:15])/[CH:12]=[CH:11]/[CH:10]=[C:9](\[C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)/[CH2:16][CH2:17][CH2:18][CH3:19])=[CH:25][CH:24]=1)([O-:22])=[O:21]

Participants

5

Reactant 3

HCID 9804-NitrophenolHCID 10868DicyclohexylcarbodiimideHCID 14347303HCID 14347303, compound

Product 1

HCID 14347443HCID 14347443, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As in Example 115, (2E,4Z)-5-(3-methoxyphenyl)-2,4-nonadienoic acid (7.37 g) and 4-nitrophenol (4.89 g) in 30 mL of dichloromethane was reacted with 1,3-dicyclohexylcarbodiimide (5.91 g). The mixture was stirred at room temperature for 3 days and the usual work up furnished 9.69 g of (2E,4Z)-5-(3-methoxyphenyl)-2,4-nonadienoic acid 4-nitrophenyl ester as an oil.

Sources & evidence

ORD record
ord-71081207396945b88fe3378d6498c0a6
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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