1,1-Dichloroacetone → HCID 69473903, compound

HRID 1271394Notes

Reaction equation

HRID 1271394 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=[CH:11][C:12]([NH2:14])=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1.[Cl:15][CH:16](Cl)[C:17](=O)[CH3:18]>C1(C)C=CC=CC=1>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=[CH:11][C:12]3[O:13][CH:18]=[C:17]([CH2:16][Cl:15])[N:14]=3)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

4

Reactant 2

HCID 105671,1-DichloroacetoneHCID 3543849HCID 3543849, compound

Product 1

HCID 69473903HCID 69473903, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

49.0 g (256 mmol) 3-Benzo[1,3]dioxol-5-yl-acrylamide, 44.4 g (350 mmol) dichloro acetone and 300 ml toluene were kept at reflux temperature for 48 h with continuous removal of water by applying a Dean-Stark trap. After removal of solvents in vacuo, the residue was treated with 600 ml of a 1:1 mixture of water/isopropanol. After filtration the precipitate was washed first with isopropanol, then with heptane. Drying at 40° C. in vacuo gave 51.2 g (76%) 2-(2-Benzo[1,3]dioxol-5-yl-vinyl)-4-chloromethyl-oxazole.

Workup

  1. temperatureat reflux temperature for 48 h
  2. customwith continuous removal of water
  3. customAfter removal of solvents in vacuo
  4. additionthe residue was treated with 600 ml of a 1:1 mixture of water/isopropanol
  5. filtrationAfter filtration the precipitate
  6. washwas washed first with isopropanol
  7. customDrying at 40° C. in vacuo

Sources & evidence

ORD record
ord-912d0ee50d6a4bf78dc432315053e782
Source dataset
uspto-grants-2007_04
Patent number
US07205325B2

Reaction notes

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