4-Nitrophenol → HCID 14742810, compound

HRID 1651247Notes

Reaction equation

HRID 1651247 reaction equation
[CH2:1]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][CH3:16])[CH:13]=2)[C:8]([O:17][CH3:18])=[CH:7][C:6]=1/[CH:19]=[CH:20]/[C:21]([OH:23])=[O:22])[CH2:2][CH2:3][CH3:4].[N+:24]([C:27]1[CH:32]=[CH:31][C:30](O)=[CH:29][CH:28]=1)([O-:26])=[O:25].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[N+:24]([C:27]1[CH:32]=[CH:31][C:30]([O:22][C:21](=[O:23])/[CH:20]=[CH:19]/[C:6]2[CH:7]=[C:8]([O:17][CH3:18])[C:9]3[C:14](=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=3)[C:5]=2[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:29][CH:28]=1)([O-:26])=[O:25]

Participants

5

Reactant 3

HCID 9804-NitrophenolHCID 10868DicyclohexylcarbodiimideHCID 14742798HCID 14742798, compound

Product 1

HCID 14742810HCID 14742810, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As in Example 113, (E)-3-(1-butyl-4,7-dimethoxy-2-naphthalenyl)-2-propenoic acid (0.71 g) was treated with 4-nitrophenol (0.35 g) in dichloromethane (10 mL) in the presence of 1,3-dicyclohexylcarbodiimide (0.475 g) to furnish, after the normal work up and crystallization of the crude product from 2-propanol, 1.17 g of (E)-3-(1-butyl-4,7-dimethoxy-2-naphthalenyl)-2-propenoic acid 4-nitrophenyl ester., mp 144°-145.5° C. Anal. Calcd for C25H25NO6 : C, 68.95; H, 5.79; N, 3.22 Found: C, 69.05; H, 5.74; N, 3.25

Workup

  1. customto furnish
  2. customafter the normal work up and crystallization of the crude product from 2-propanol, 1.17 g of (E)-3-(1-butyl-4,7-dimethoxy-2-naphthalenyl)-2-propenoic acid 4-nitrophenyl ester

Sources & evidence

ORD record
ord-582f075323334046894f60a87c3de516
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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