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1-(p-N-tert-butylaminocarbonylphenyl)-4-(1-trityl-4-imidazolyl)-1-butanone → HCID 178509866, compound

HRID 568565
Notes
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Reaction equation

HRID 568565 reaction equation
C([NH:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:42])[CH2:15][CH2:16][CH2:17][C:18]2[N:19]=[CH:20][N:21](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:22]=2)=[CH:10][CH:9]=1)=O)(C)(C)C>S(Cl)(Cl)=O>[C:6]([C:8]1[CH:9]=[CH:10][C:11]([C:14](=[O:42])[CH2:15][CH2:16][CH2:17][C:18]2[N:19]=[CH:20][NH:21][CH:22]=2)=[CH:12][CH:13]=1)#[N:5]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 543043921-(p-N-tert-butylaminocarbonylphenyl)-4-(1-trityl-4-imidazolyl)-1-butanone

Product 1

HCID 178509866HCID 178509866, compound

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

A solution of 0.5 g of 1-(p-N-tert-butylaminocarbonylphenyl)-4-(1-trityl-4-imidazolyl)-1-butanone in 20 ml of thionyl chloride is refluxed for 3 h and poured into 100 ml of ice-water. The aqueous phase is extracted with ether (3×20 ml), adjusted to pH=10 and reextracted with methylene chloride. The organic phase is dried and evaporated to yield 1-(p-cyanophenyl)-4-(4-imidazolyl)-1-butanone.

Workup

  1. extractionThe aqueous phase is extracted with ether (3×20 ml)
  • customThe organic phase is dried
  • customevaporated
  • Sources & evidence

    ORD record
    ord-48c628c503f145698853bae31fa4060a
    Source dataset
    uspto-grants-1988_03
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04728645

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes