Potassium Carbonate → HCID 20392596, compound

HRID 1704047Notes

Reaction equation

HRID 1704047 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 2N 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 2N NaOH and saline
  4. dry with materialThe extracts are dried (MgSO4)
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-89541663e7e941199f9c83836a5f8d53
Source dataset
uspto-grants-1978_11
Patent number
US04125729

Reaction notes

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