Water → HCID 5025789, compound

HRID 1925931Notes

Reaction equation

HRID 1925931 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].Br[CH2:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[C:16]#[N:17].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[O:11][CH2:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[C:16]#[N:17]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 12074NitrofunginHCID 895992-(Bromomethyl)benzonitrile

Product 1

HCID 5025789HCID 5025789, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-chloro-4-nitrophenol (3.5 g) and 2-(bromomethyl)benzonitrile (4.0 g) in N,N-dimethylformamide (50 mL) was added potassium carbonate (3.7 g), and the mixture was stirred at room temperature for 30 min. After the completion of the reaction, water (50 mL) was added, and the mixture was stirred for 10 min. The resultant pale-yellow solid was collected by filtration. The residue was washed with diisopropyl ether, and dried to give the title compound (5.04 g) as pale-yellow crystals.

Workup

  1. additionwas added
  2. stirringthe mixture was stirred for 10 min
  3. filtrationThe resultant pale-yellow solid was collected by filtration
  4. washThe residue was washed with diisopropyl ether
  5. customdried

Sources & evidence

ORD record
ord-91ef055a56774689b8f28358a67c96b8
Source dataset
uspto-grants-2012_05
Patent number
US08178543B2

Reaction notes

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