Potassium Carbonate → HCID 90025227, compound

HRID 590513Notes

Reaction equation

HRID 590513 reaction equation
[CH3:1][C:2]1([CH3:10])[CH2:7][C:6](=[O:8])[CH2:5][C:4](=[O:9])[CH2:3]1.Br[CH2:12][C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([Br:21])[CH:16]=1)=[O:14].C([O-])([O-])=O.[K+].[K+]>C(Cl)(Cl)Cl>[Br:21][C:17]1[CH:16]=[C:15]([C:13](=[O:14])[CH2:12][CH:5]2[C:6](=[O:8])[CH2:7][C:2]([CH3:10])([CH3:1])[CH2:3][C:4]2=[O:9])[CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31358DimedoneHCID 5195852-Bromo-1-(3-bromophenyl)ethan-1-one

Product 1

HCID 90025227HCID 90025227, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

5,5-Dimethylcyclohexane-1,3-dione (1.4 g, 10 mmol), 2-bromo-1-(3-bromophenyl)ethanone (2.78 g, 10 mmol) and K2CO3 (1.38 g, 10 mmol) were combined in chloroform (40 mL). The mixture was stirred for 18 hr at room temperature whereupon a white precipitate formed. The solid was collected by filtration, suspended in water and acidified to pH 5 using 1M HCl (aq.). The resulting solid was filtered, washed with water and dried in vacuo to afford the title compound. The aqueous filtrate was evaporated and the crude residue purified on silica gel using a gradient elution of 0-100% ethyl acetate in 40-60 petroleum ether to yield the title product (2.77 g, 82%).

Workup

  1. customformed
  2. filtrationThe solid was collected by filtration
  3. filtrationThe resulting solid was filtered
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-8d1bb53ca79b4975b4c224429427c908
Source dataset
uspto-grants-2016_01
Patent number
US09233982B2

Reaction notes

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