Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2232850Generated: October 31, 2026

4-Nitrophenol → (E)-5,5-bis(4-methylphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester

https://huagongshe.com/reaction/2232850

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrophenolHCID 980—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant(E)-5,5-bis(4-methylphenyl)-2,4-pentadienoic acidHCID 14347262—
SolventDichloromethaneHCID 6344—
Product(E)-5,5-bis(4-methylphenyl)-2,4-pentadienoic acid 4-nitrophenyl esterHCID 1434743785.5%

Reaction Steps

As in Example 115, (E)-5,5-bis(4-methylphenyl)-2,4-pentadienoic acid (7.25 g) and 4-nitrophenol (4.4 g) in dichloromethane (60 mL) was treated with 1,3-dicyclohexylcarbodiimide (5.36 g). The mixture was stirred at 0°-5° C. for 30 minutes and then at room temperature for 18 hours. After the usual work up, the ester was crystallized from 2-propanol to yield 8.9 g of (E)-5,5-bis(4-methylphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester, mp 153.5°-154.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04788206
Source datasetuspto-grants-1988_11
ORD IDord-a09a8eba3bfc48768afbc0a6657d622f
Source noteuspto-grants-1988_11