Sodium Hydroxide → HCID 54307501, compound

HRID 1586099Notes

Reaction equation

HRID 1586099 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[C:4]([Cl:17])=[C:5]([C:10]([C:13]([F:16])([F:15])[F:14])=[CH:11][CH:12]=1)[C:6](=[N:8][OH:9])[NH2:7].[CH:20]1([CH2:23]Br)[CH2:22][CH2:21]1.[OH-].[Na+]>C(Cl)(Cl)Cl.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH:20]1([CH2:23][O:9][N:8]=[C:6]([NH2:7])[C:5]2[C:10]([C:13]([F:15])([F:14])[F:16])=[CH:11][CH:12]=[C:3]([C:2]([F:18])([F:1])[F:19])[C:4]=2[Cl:17])[CH2:22][CH2:21]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 81503BromomethylcyclopropaneHCID 54279990HCID 54279990, compound

Product 1

HCID 54307501HCID 54307501, compoundYield 56.7%

Reagents, catalysts & solvents 2

HCID 74236Tetrabutylammonium BromideCatalystHCID 6212ChloroformSolvent

Procedure

In 10 ml of chloroform was dissolved 0.60 g of 3,6-bistrifluoromethyl-2-chlorobenzamidoxime and 0. 50 g of cyclopropylmethylbromide, and to the solution was added 0.1 g of tetrabutylammonium bromide at room temperature with stirring, and then 1.2 ml of 10% aqueous solution of sodiumhydroxide, then stirred for 3 hours at 30-40° C. The solution was washed with water, washed with saturated saline solution and dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure and the residue was subjected to silica gel column chromatography to obtain 0.40 g of the objective compound.m.p. 75-80° C.

Workup

  1. washThe solution was washed with water
  2. washwashed with saturated saline solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationThe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ccd5825101e9400f8ecf783d229a5376
Source dataset
uspto-grants-1999_08
Patent number
US05942538

Reaction notes

Loading…