Potassium Carbonate → HCID 20392596, compound

HRID 1863310Notes

Reaction equation

HRID 1863310 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[OH:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:13][CH:12]=1.C([O-])([O-])=O.[K+].[K+].C([O-])(O)=O.[Na+]>CN(C)C(=O)C>[C:6]([C:5]1[CH:8]=[CH:9][C:2]([O:10][C:11]2[CH:12]=[CH:13][C:14]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:15][CH:16]=2)=[CH:3][CH:4]=1)#[N:7]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 145174-FluorobenzonitrileHCID 28310Ethyl 4-hydroxyphenylacetateHCID 516892Sodium Bicarbonate

Product 1

HCID 20392596HCID 20392596, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
155 °C

Procedure

A mixture of 2.21 g of p-fluorobenzonitrile, 2.16 g of ethyl p-hydroxyphenylacetate and 2.07 g of K2CO3 in 20 ml of N,N-dimethylacetamide is stirred and heated at 155° C. for 18 hours. The mixture is chilled and poured into 40 ml of cold saturated NaHCO3 solution. The mixture is extracted with ether and the extracts washed with cold 2 N NaOH and saline. The extracts are dried (MgSO4) and concentrated under vacuum to give the product as a yellow oil.

Workup

  1. temperatureThe mixture is chilled
  2. extractionThe mixture is extracted with ether
  3. washthe extracts washed with cold 2 N NaOH and saline
  4. dry with materialThe extracts are dried (MgSO4)
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-fadd8933ae9241ea9737286427d918cd
Source dataset
uspto-grants-1979_09
Patent number
US04168385

Reaction notes

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