Chloroacetone → HCID 52106499, compound

HRID 1466779Notes

Reaction equation

HRID 1466779 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl[CH2:16][C:17](=[O:19])[CH3:18]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[O:8][CH2:16][C:17](=[O:19])[CH3:18]

Participants

5

Reactant 3

HCID 6571ChloroacetoneHCID 10796Cesium carbonateHCID 115633-Bromophenol

Product 1

HCID 52106499HCID 52106499, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-Bromophenol (6.27 g, 36 mmol) and cesium carbonate (20. g, 61.2 mmol) were dissolved in DMF (50 mL) and stirred for 15 minutes at room temperature. Chloroacetone (4.3 mL, 54 mmol) was added and the reaction stirred for 1 hour and was submitted to aqueous workup. Purification by silica gel chromatography (0-50% EtOAc in hexanes) afforded the title compound.

Workup

  1. stirringthe reaction stirred for 1 hour
  2. customPurification by silica gel chromatography (0-50% EtOAc in hexanes)

Sources & evidence

ORD record
ord-44a46451d5ee4fccba24a53d35f09721
Source dataset
uspto-grants-2015_04
Patent number
US09000025B2

Reaction notes

Loading…