4-Aminophenol → HCID 22405991, compound

HRID 1380145Notes

Reaction equation

HRID 1380145 reaction equation
[CH2:1]([C:4]12[CH2:10][CH:7]([CH:8]=[CH:9]1)[CH:6]1[C:11]([O:13][C:14](=[O:15])[CH:5]21)=O)[CH:2]=[CH2:3].[NH2:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1>>[OH:23][C:20]1[CH:21]=[CH:22][C:17]([N:16]2[C:11](=[O:13])[CH:6]3[CH:5]([C:4]4([CH2:1][CH:2]=[CH2:3])[CH2:10][CH:7]3[CH:8]=[CH:9]4)[C:14]2=[O:15])=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 4034-AminophenolHCID 54206110Allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride

Product 1

HCID 22405991HCID 22405991, compound

Procedure

408 g of a mixture of isomers of allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride are heated with 238.26 g of 4-aminophenol to 200° C., the pressure is reduced to 2.7 Pa and the mixture is kept for 1 hour under these conditions. This gives 535 g of a red solid resin (87.7% of theory) having a glass transition temperature of 58° C.

Sources & evidence

ORD record
ord-9458bcbff5384bfe8ab91ca3ccbf685e
Source dataset
uspto-grants-1986_04
Patent number
US04579916

Reaction notes

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