Acetone → HCID 67263879, compound

HRID 1687624Notes

Reaction equation

HRID 1687624 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([N:11]2[CH:15]=[CH:14][CH:13]=[CH:12]2)[CH:5]=1)([O-:3])=[O:2].C([O-])([O-])=O.[K+].[K+].CC(C)=O.Br[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29]>>[CH2:31]([O:30][C:28](=[O:29])[CH2:27][O:10][C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=1[N:11]1[CH:15]=[CH:14][CH:13]=[CH:12]1)[CH3:32]

Participants

5

Reactant 4

HCID 180AcetoneHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 12340622HCID 12340622, compound

Product 1

HCID 67263879HCID 67263879, compound

Conditions

Temperature
60 °C

Procedure

4-Nitro-2-pyrrol-1-yl-phenol (13.39 g, 0.066 mol), K2CO3 (10.9 g, 0.08 mol), Acetone (400 mL, 5 mol), and Ethyl bromoacetate (8.00 mL, 0.07 mol) were stirred at rt for 5 hours. The reaction mixture was filtered and concentrated to a yellow oil which solidified. The resulting residue was heated to 60° C. under high vacuum rotavap to remove residual ethyl bromo acetate. Recovered 15.36 g (81%) yellow solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated to a yellow oil which
  3. customto remove residual ethyl bromo acetate
  4. customRecovered 15.36 g (81%) yellow solid

Sources & evidence

ORD record
ord-002522223fd24625bc96664d63f61d71
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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