4-Aminophenol → HCID 178500768, compound

HRID 255663Notes

Reaction equation

HRID 255663 reaction equation
[CH:1]1[CH2:6][CH2:5][CH:4]([CH:7]=[CH:8][C:9](=[O:15])[CH2:10][C:11]([O:13][CH3:14])=[O:12])[CH2:3][CH:2]=1.[OH:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1.[CH:24](OC(C)C)(C)C>C1C=CC=CC=1>[CH:1]1[CH2:6][CH2:5][CH:4]([CH:7]=[CH:8][C:9](=[O:15])[C:10](=[CH:24][NH:21][C:20]2[CH:22]=[CH:23][C:17]([OH:16])=[CH:18][CH:19]=2)[C:11]([O:13][CH3:14])=[O:12])[CH2:3][CH:2]=1

Participants

5

Reactant 3

HCID 4034-AminophenolHCID 7914Diisopropyl EtherHCID 57308750Methyl 5-(cyclohexen-4-yl)-3-oxo-4-pentenoate

Product 1

HCID 178500768HCID 178500768, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In 20 ml benzene was dissolved 2.0 g of methyl 5-(cyclohexen-4-yl)-3-oxo-4-pentenoate, and 1.4 g of N,N-dimethylformamidodimethylacetal was added thereto. They were reacted at 70° C. for 1.5 hours. This reaction mixture was cooled to room temperature, and 1.2 g of p-hydroxyaniline was added thereto. They were reacted for 1.5 hours. After completion of the reaction, 50 ml of diisopropyl ether was added to the reaction mixture and the precipitated crystals were collected by filtration and washed with 20 ml of diisopropyl ether to obtain 2.1 g of methyl 5-(cyclohexen-4-yl)-2-(4-hydroxyphenylaminomethylene)-3-oxo-4-pentenoate having a melting point of 151°-153° C.

Workup

  1. additionwas added
  2. customThey were reacted at 70° C. for 1.5 hours
  3. customThey were reacted for 1.5 hours
  4. additionwas added to the reaction mixture
  5. filtrationthe precipitated crystals were collected by filtration
  6. washwashed with 20 ml of diisopropyl ether

Sources & evidence

ORD record
ord-590a37ab7b0b48cf87c8cc33676f7a85
Source dataset
uspto-grants-1987_10
Patent number
US04698352

Reaction notes

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