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1,3-Dibromopropane → HCID 10879224, compound

HRID 411138
Notes
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Reaction equation

HRID 411138 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4]Br.[C:6]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)#[N:7].C([O-])([O-])=O.[K+].[K+]>CC#N>[Br:1][CH2:2][CH2:3][CH2:4][O:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]#[N:7])=[CH:9][CH:10]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 130194-Cyanophenol

Product 1

HCID 10879224HCID 10879224, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1,3-Dibromopropane (1.02 L, 10 mol) was added to a stirred suspension of p-cyanophenol (238 g, 2 mol), K2CO3 (276.4 g, 2 mol) in MeCN (2.7 L). The reaction mixture was refluxed for 4 h, filtered and concentrated. The residue was recrystallised from iso-propyl ether to give the sub-title compound in a 69% yield.

Workup

  1. temperatureThe reaction mixture was refluxed for 4 h
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customThe residue was recrystallised from iso-propyl ether

Sources & evidence

ORD record
ord-08e0a44d6f884a8aa03702a09a8465e6
Source dataset
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06559143B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes