Potassium Carbonate → HCID 19887241, compound

HRID 654415Notes

Reaction equation

HRID 654415 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Br[CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH2:23][CH3:24].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:18]([O:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1)[CH3:17]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1406104'-Hydroxy-4-biphenylcarbonitrileHCID 70153241-Bromo-2-(2-ethoxyethoxy)ethane

Product 1

HCID 19887241HCID 19887241, compoundYield 128.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 0.975 grams (five millimoles) of 4-hydroxy-4'-cyanobiphenyl dissolved with 1.08 grams (5.5 millimoles) of 1-bromo 2-(2-ethoxyethoxy)-ethane in 25 mls. of acetonitrile, 1.4 grams (ten millimoles) of finely ground potassium carbonate were added. The reaction mixture was refluxed overnight. Thin layer chromatographic analysis indicated total conversion. The reaction mixture was cooled and filtered and the product was washed with acetonitrile and evaporated to a white solid. The product was recrystallized from isopropanol and dried in vacuo to two grams (93% yield) of a compound having the following formula structure: ##STR22##

Workup

  1. temperatureThe reaction mixture was refluxed overnight
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. washthe product was washed with acetonitrile
  5. customevaporated to a white solid
  6. customThe product was recrystallized from isopropanol

Sources & evidence

ORD record
ord-6dbf4c3f7fac432b9a42906a9c3f8133
Source dataset
uspto-grants-1992_07
Patent number
US05132041

Reaction notes

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