Potassium Carbonate → HCID 60922166, compound

HRID 1746176Notes

Reaction equation

HRID 1746176 reaction equation
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][C:7]([O:8][CH3:9])=[C:5]([OH:6])[CH:4]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][CH:20]([F:22])[F:21]>CN(C=O)C>[F:21][CH:20]([F:22])[CH2:19][O:6][C:5]1[CH:4]=[C:3]([CH:11]=[CH:10][C:7]=1[O:8][CH3:9])[CH:2]=[O:1]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12127IsovanillinHCID 1361862-Bromo-1,1-difluoroethane

Product 1

HCID 60922166HCID 60922166, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

10.04 g of isovanillin and 15.5 g of potassium carbonate are placed in an autoclave. 50 ml of DMF are added as well as 12.44 g of 2-bromo-1,1-difluoroethane. The autoclave is closed and heated at 60° C. for 20 h. Then the solids are filtered off and washed with 120 ml of DMF. About 120 ml of the solvent are distilled off and the residue poured on 200 ml of ice/water, where the product precipitates. After stirring the slurry for 30 minutes the product is filtered off and dried to give 13.69 g of the desired product.

Workup

  1. customThe autoclave is closed
  2. filtrationThen the solids are filtered off
  3. washwashed with 120 ml of DMF
  4. distillationAbout 120 ml of the solvent are distilled off
  5. additionthe residue poured on 200 ml of ice/water, where the product
  6. customprecipitates
  7. filtrationis filtered off
  8. customdried

Sources & evidence

ORD record
ord-ab3526d19cda417faa8f38d34e4d90a5
Source dataset
uspto-grants-2015_10
Patent number
US09149479B2

Reaction notes

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