Phosphoric Acid → HCID 22059084, compound

HRID 1828887Notes

Reaction equation

HRID 1828887 reaction equation
[H-].[Na+].[C:3]1([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[CH2:17][C:18](=[O:25])[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21].P(=O)(O)(O)O>CN(C)C=O>[C:3]1([C:9]2[CH:10]=[CH:11][C:12]([O:15][CH2:17][C:18](=[O:25])[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:13][CH:14]=2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 1004Phosphoric AcidHCID 71034-HydroxybiphenylHCID 24758Sodium hydrideHCID 69484Ethyl 4-chloroacetoacetate

Product 1

HCID 22059084HCID 22059084, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
0 °C

Procedure

Sodium hydride (5.0 g, 0.114 mole) and 4-phenylphenol (15.3 g, 0.09 mol) were stirred at 0° C. in 75 mL of dimethyl formamide (hereinafter “DMF”) for 2 h. Ethyl 4-chloroacetoacetate (5.0 g, 0.03 mol) in DMF (75 mL) was added. The mixture was stirred for 1 h at 0° C. and for 12 h at room temperature, then neutralized with 50% phosphoric acid and extracted with dichloromethane. The product was purified by silica gel chromatography using (8:2) toluene:ethanol as the mobile phase.

Workup

  1. extractionextracted with dichloromethane
  2. customThe product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-c7b60c462c68400fa17c453db231854f
Source dataset
uspto-grants-2006_06
Patent number
US07060822B1

Reaction notes

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