1,3-Dichloroacetone → HCID 69424860, compound

HRID 1271425Notes

Reaction equation

HRID 1271425 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]([NH2:13])=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8].[Cl:14][CH2:15][C:16]([CH2:18]Cl)=O>C1(C)C=CC=CC=1>[Cl:14][CH2:15][C:16]1[N:13]=[C:11]([CH:10]=[CH:9][C:4]2[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)[O:12][CH:18]=1

Participants

4

Reactant 2

HCID 107931,3-DichloroacetoneHCID 54534066HCID 54534066, compound

Product 1

HCID 69424860HCID 69424860, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.3 g (10.6 mmol) 3-(3,4-Dichloro-phenyl)-acrylamide, 4.73 g (37,2 mmol) 1,3-dichloro acetone and 15.0 ml toluene were kept at reflux temperature for 16 h with continuous removal of water by use of a Dean-Stark trap. After removal of solvents in vacuo, the residue was purified by flash column chromatography (heptane/ethyl acetate 2:1). Yield: 2.88 g (94%) 4-Chloromethyl-2-[2-(3,4-dichloro-phenyl)-vinyl]-oxazole as tan solid.

Workup

  1. temperatureat reflux temperature for 16 h
  2. customwith continuous removal of water by use of a Dean-Stark trap
  3. customAfter removal of solvents in vacuo
  4. customthe residue was purified by flash column chromatography (heptane/ethyl acetate 2:1)

Sources & evidence

ORD record
ord-fd4a7dd56fc149dfb6edd87ad6f9469f
Source dataset
uspto-grants-2007_04
Patent number
US07205326B2

Reaction notes

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