Potassium Carbonate → HCID 68467890, compound

HRID 1945180Notes

Reaction equation

HRID 1945180 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)([CH3:3])[CH3:2].[Cl:11][C:12]1[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][C:15]([CH3:21])=[C:14](F)[CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:1]([C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][CH:9]=1)[O:10][C:14]1[C:15]([CH3:21])=[CH:16][C:17]([N+:18]([O-:20])=[O:19])=[C:12]([Cl:11])[CH:13]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 120593-IsopropylphenolHCID 875934-Chloro-2-fluoro-5-nitrotoluene

Product 1

HCID 68467890HCID 68467890, compoundYield 46.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

3.81 g (27.9 mmol) of 3-isopropylphenol, 5.30 g (27.9 mmol) of 4-chloro-2-fluoro-5-nitrotoluene and 5.79 g (41.9 mmol) of potassium carbonate are stirred in 30 ml of N,N-dimethylformamide at 100° C. for 7 h and the mixture is poured onto ice, stirred at 0° C. for 15 min and then filtered. The solid is washed with water and hexane and dried under reduced pressure (4.03 g, 98.5% purity, 46.5% yield, log P (pH 2.3)=5.54).

Workup

  1. additionthe mixture is poured onto ice
  2. filtrationfiltered
  3. washThe solid is washed with water and hexane
  4. customdried under reduced pressure (4.03 g, 98.5% purity, 46.5% yield, log P (pH 2.3)=5.54)

Sources & evidence

ORD record
ord-df377b0ca0eb4cd8a29ff711f65d7387
Source dataset
uspto-grants-2013_03
Patent number
US08394991B2

Reaction notes

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