4-Nitrophenol → HCID 54238477, compound

HRID 2232871Notes

Reaction equation

HRID 2232871 reaction equation
[CH2:1]([C:6]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[CH:7][CH:8]=[CH:9][C:10]([OH:12])=[O:11])[CH2:2][CH2:3][CH2:4][CH3:5].[N+:18]([C:21]1[CH:26]=[CH:25][C:24](O)=[CH:23][CH:22]=1)([O-:20])=[O:19].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[N+:18]([C:21]1[CH:26]=[CH:25][C:24]([O:11][C:10](=[O:12])[CH:9]=[CH:8][CH:7]=[C:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[CH:23][CH:22]=1)([O-:20])=[O:19]

Participants

5

Reactant 3

HCID 9804-NitrophenolHCID 10868DicyclohexylcarbodiimideHCID 53761963HCID 53761963, compound

Product 1

HCID 54238477HCID 54238477, compoundYield 40.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As in Example 115, 5-pentyl-2,4-decadienoic acid (4.0 g) and 4-nitrophenol (2.8 g) in 30 mL of dichloromethane was treated with 1,3-dicyclohexylcarbodiimide (3.48 g) and the mixture was stirred at room temperature for 18 hours. After the usual work up, the crude ester was purified by HPLC (ether-hexane; 1:24) to furnish 2.45 g of 5-pentyl-2,4-decadienoic acid 4-nitrophenyl ester as an oil.

Workup

  1. customAfter the usual work up, the crude ester was purified by HPLC (ether-hexane; 1:24)

Sources & evidence

ORD record
ord-62bf03a151a040bd9e1e84bf3bda5a97
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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