2,2,6-Trimethyl-5-phenyl-2H,4H-1,3-dioxin-4-one → Oxaziclomefone

HRID 1648189Notes

Reaction equation

HRID 1648189 reaction equation
[C:1]1([C:7]2[C:8](=[O:16])O[C:10](C)(C)[O:11][C:12]=2[CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C=[N:18][C:19]([CH3:29])([C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[C:23]([Cl:28])[CH:22]=1)[CH3:20]>>[CH3:13][C:12]1[O:11][CH2:10][N:18]([C:19]([CH3:29])([C:21]2[CH:22]=[C:23]([Cl:28])[CH:24]=[C:25]([Cl:27])[CH:26]=2)[CH3:20])[C:8](=[O:16])[C:7]=1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 131570242,2,6-Trimethyl-5-phenyl-2H,4H-1,3-dioxin-4-oneHCID 21223286N-methylene-1-methyl-1-(3,5-dichlorophenyl)ethylamine2×

Product 1

HCID 15604135OxaziclomefoneYield 80.3%

Conditions

Temperature
150 °C

Procedure

A mixture of 5-phenyl-2,2,6-trimethyl-2H,4H-1,3-dioxin-4-one (0.65 g) and N-methylene-1-methyl-1-(3,5-dichlorophenyl)ethyl amine (compound of Example 4) (0.65 g) was heated at 150° C. for 30 minutes for reaction. The reaction mixture was recrystallized from a mixed solvent composed of hexane and ethyl acetate to obtain the captioned compound (0.90 g).

Workup

  1. customThe reaction mixture was recrystallized from a mixed solvent

Sources & evidence

ORD record
ord-10b29ba8267d44a6a39d99fd9ad9dc8a
Source dataset
uspto-grants-1995_07
Patent number
US05436224

Reaction notes

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