4-Nitrophenol → HCID 14994114, compound

HRID 1110529Notes

Reaction equation

HRID 1110529 reaction equation
[C:1]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:6]=[CH:5][C:4]([C:7]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:16][CH:15]=2)=[CH:8]/[CH:9]=[CH:10]/[C:11]([OH:13])=[O:12])=[CH:3][CH:2]=1.[N+:32]([C:35]1[CH:40]=[CH:39][C:38](O)=[CH:37][CH:36]=1)([O-:34])=[O:33].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[N+:32]([C:35]1[CH:40]=[CH:39][C:38]([O:12][C:11](=[O:13])/[CH:10]=[CH:9]/[CH:8]=[C:7]([C:4]2[CH:5]=[CH:6][C:1]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)=[CH:2][CH:3]=2)[C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[CH:16][CH:15]=2)=[CH:37][CH:36]=1)([O-:34])=[O:33]

Participants

5

Reactant 3

HCID 9804-NitrophenolHCID 10868DicyclohexylcarbodiimideHCID 14347260HCID 14347260, compound

Product 1

HCID 14994114HCID 14994114, compoundYield 100.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As in Example 115, a solution of (E)-5,5-bis[(1,1'-biphenyl)-4-yl]-2,4-pentadienoic acid (0.673 g) and 4-nitrophenol (0.256 g) in dichloromethane (7 mL) was treated with 1,3-dicyclohexylcarbodiimide (0.345 g). The mixture was stirred at room temperature for 1.5 hours. The usual work up furnished 0.88 g of (E)-5,5-bis[(1,1'-biphenyl)-4-yl]-2,4-pentadienoic acid 4-nitrophenyl ester.

Sources & evidence

ORD record
ord-1ed357bcfb1844a09c139e782fa070df
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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