Hydrochloric Acid → HCID 12112012, compound

HRID 896580Notes

Reaction equation

HRID 896580 reaction equation
[C:1]1([C:11]([N:13]2[C:17](=[O:18])[C:16]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:15]([CH2:31][C:32]([O:34]C(C)(C)C)=[O:33])[C:14]2=[O:39])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.Cl>FC(F)(F)C(O)=O.ClCCl>[C:1]1([C:11]([N:13]2[C:17](=[O:18])[C:16]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[N:15]([CH2:31][C:32]([OH:34])=[O:33])[C:14]2=[O:39])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12112011HCID 12112011, compound

Product 1

HCID 12112012HCID 12112012, compound

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

tert-Butyl 2-(3-naphthylcarbonyl-2,4-dioxo-5,5-diphenylimidazolidinyl)acetate (300 mg) was dissolved in a 20% trifluoroacetic acid/dichloromethane solution (2 mL), and the solution was stirred at room temperature overnight. After a 1N aqueous hydrogen chloride solution was added, the solution was extracted three times using chloroform (50 mL). The resulting organic layer was washed with a saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was distilled off. Further, recrystallization from IPE afforded 231 mg of white crystals.

Workup

  1. extractionthe solution was extracted three times
  2. washThe resulting organic layer was washed with a saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off
  5. customFurther, recrystallization from IPE afforded 231 mg of white crystals

Sources & evidence

ORD record
ord-80d61ba9e463407fba9f24de6f1609d5
Source dataset
uspto-grants-2005_07
Patent number
US06919365B2

Reaction notes

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