1,3-Cyclohexanedione → 2-[[2-[4-(4-Trifluoromethylphenoxy)phenoxy]propionyl]]cyclohexane-1,3-dione

HRID 544191

Reaction equation

HRID 544191 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:21]=[CH:20][C:6]([O:7][C:8]2[CH:19]=[CH:18][C:11]([O:12][CH:13]([CH3:17])[C:14](F)=[O:15])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.[Tl].[C:25]1(=[O:32])[CH2:30][CH2:29][CH2:28][C:27](=[O:31])[CH2:26]1>CCOCC>[F:1][C:2]([F:23])([F:22])[C:3]1[CH:21]=[CH:20][C:6]([O:7][C:8]2[CH:19]=[CH:18][C:11]([O:12][CH:13]([CH3:17])[C:14]([CH:26]3[C:27](=[O:31])[CH2:28][CH2:29][CH2:30][C:25]3=[O:32])=[O:15])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 104341,3-CyclohexanedioneHCID 5359464ThalliumHCID 539414602-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propanoyl fluoride

Product 1

HCID 133648952-[[2-[4-(4-Trifluoromethylphenoxy)phenoxy]propionyl]]cyclohexane-1,3-dione

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2-[4-(4-Trifluoromethylphenoxy)phenoxy]propionic acid fluoride (0.10 mol) is added to a solution of the thallium salt of cyclohexane-1,3-dione in ether (200 ml) over a period of 30 minutes. The mixture is filtered and the filtrate is concentrated to give 2-[[2-[4-(4-trifluoromethylphenoxy)phenoxy]propionyl]]cyclohexane-1,3-dione (V; Y is H, Z is CF3, R1 is CH3 and n is two).

Workup

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-2fab2acdd5704cbd93a970619e0cc355
Source dataset
uspto-grants-1984_05
Patent number
US04448965

Linked notes

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