Hydrochloric Acid → HCID 14205060, compound

HRID 580367Notes

Reaction equation

HRID 580367 reaction equation
[C:1]1([C:17]([C:19]2[CH:28]=[CH:27][C:22]([C:23]([O:25]C)=[O:24])=[CH:21][CH:20]=2)=[O:18])[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1.[OH-:29].[K+].Cl>C1C=CC=CC=1.CO>[C:1]1([C:17]([C:19]2[CH:20]=[CH:21][C:22]([C:23]([O:25][O:29][C:1]([CH3:17])([CH3:14])[CH3:2])=[O:24])=[CH:27][CH:28]=2)=[O:18])[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 14205057Methyl 4-(pyrene-1-carbonyl)benzoate

Product 1

HCID 14205060HCID 14205060, compoundYield 142.9%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 887MethanolSolvent

Procedure

4-[(1-Pyrenyl)carbonyl]benzoic acid, methyl ester (2.55 g; 7 mmol) was dissolved in 25 ml of benzene. A solution of 354 mg (6.4 mmol) of KOH in 5 ml MeOH was added, and the mixture boiled. Precipitation of the potassium salt occurred. The mixture was extracted with water to give a yellow water layer which was acidified with dilute HCl to give a light yellow precipitate. Filtration gave 1.73 g (5 mmol) of the 4-[(pyrenyl)carbonyl]benzoic acid.

Workup

  1. customPrecipitation of the potassium salt
  2. extractionThe mixture was extracted with water
  3. customto give a yellow water layer which
  4. customto give a light yellow precipitate
  5. filtrationFiltration

Sources & evidence

ORD record
ord-c4a2ebd9e4fe4c5882d180fc18a4a543
Source dataset
uspto-grants-1988_06
Patent number
US04752649

Reaction notes

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