Lawesson's reagent → HCID 90070484, compound

HRID 590514Notes

Reaction equation

HRID 590514 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8](=O)[CH2:9][CH:10]2[C:15](=[O:16])[CH2:14][C:13]([CH3:18])([CH3:17])[CH2:12][C:11]2=O)[CH:5]=[CH:6][CH:7]=1.COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:30]2)=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[S:30][C:11]3[CH2:12][C:13]([CH3:18])([CH3:17])[CH2:14][C:15](=[O:16])[C:10]=3[CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 90025227HCID 90025227, compound

Product 1

HCID 90070484HCID 90070484, compoundYield 33.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-(2-(3-Bromophenyl)-2-oxoethyl)-5,5-dimethylcyclohexane-1,3-dione (2.77 g, 8.2 mmol) and 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (Lawesson's reagent) (2.29 g, 5.4 mmol) were refluxed in toluene (100 mL) for 6 hr. The reaction mixture was concentrated in vacuo and purified on silica gel using a gradient elution of 0-10% ethyl acetate in 40-60 petroleum ether to afford the title compound (0.6 g, 22%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified on silica gel using
  3. washa gradient elution of 0-10% ethyl acetate in 40-60 petroleum ether

Sources & evidence

ORD record
ord-cdf8c207620848a2b8dd2179bfdeda52
Source dataset
uspto-grants-2016_01
Patent number
US09233982B2

Reaction notes

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