1,3-Dichloroacetone → HCID 69421536, compound

HRID 1271426Notes

Reaction equation

HRID 1271426 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]([NH2:13])=[O:12])[CH:6]=[CH:7][CH:8]=1.[Cl:16][CH2:17][C:18]([CH2:20]Cl)=O>C1(C)C=CC=CC=1>[Cl:16][CH2:17][C:18]1[N:13]=[C:11]([CH:10]=[CH:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:14])([F:15])[F:1])[CH:4]=2)[O:12][CH:20]=1

Participants

4

Reactant 2

HCID 107931,3-DichloroacetoneHCID 47357HCID 47357, compound

Product 1

HCID 69421536HCID 69421536, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.0 g (9.3 mmol) 3-(3-Trifluoromethyl-phenyl)-acrylamide, 4.13 g (32.5 mmol) 1,3-dichloro acetone and 20.0 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 (heptanes/ethyl acetate 2:1). Yield: 1.92 g (72%) 4-Chloromethyl-2-[2-(3-trifluoromethyl-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 (heptanes/ethyl acetate 2:1)

Sources & evidence

ORD record
ord-a36bdbf07a264a3ea3439f108180d66c
Source dataset
uspto-grants-2007_04
Patent number
US07205326B2

Reaction notes

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