Isopropyl iodide → 757192-64-6

HRID 870523Notes

Reaction equation

HRID 870523 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11].C(=O)([O-])[O-].[K+].[K+].[CH:18](I)([CH3:20])[CH3:19]>CC(C)=O>[CH:18]([O:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11])([CH3:20])[CH3:19]

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 781354-Hydroxy-3-methoxybenzonitrile

Product 1

HCID 2125297757192-64-6

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

25 g 4-Hydroxy-3-methoxy-benzonitrile, 27.8 g potassium carbonate and 33.5 mL isopropyl iodide were placed in 250 mL acetone and heated to reflux where they were maintained for 22 h. After this time the mixture was cooled to ambient temperature and concentrated under reduced pressure. The crude product was partitioned between ethyl acetate and water and the aqueous phase was separated and extracted with additional ethyl acetate. The combined organic fractions were dried, filtered and the solvent was removed from the filtrate under reduced pressure to give the title compound which was used without further purification.

Workup

  1. temperatureheated
  2. temperatureto reflux where they
  3. temperaturewere maintained for 22 h
  4. concentrationconcentrated under reduced pressure
  5. customThe crude product was partitioned between ethyl acetate and water
  6. customthe aqueous phase was separated
  7. extractionextracted with additional ethyl acetate
  8. customThe combined organic fractions were dried
  9. filtrationfiltered
  10. customthe solvent was removed from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-e7a06437569441fda1488f5945673c62
Source dataset
uspto-grants-2015_03
Patent number
US08969568B2

Reaction notes

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