2,2,6-Trimethyl-5-phenyl-2H,4H-1,3-dioxin-4-one → 6-methyl-5-phenyl-3-(1,1,2,2-tetramethylpropyl)-2,3-dihydro-4H-1,3-oxazin-4-one

HRID 1648196Notes

Reaction equation

HRID 1648196 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]([CH3:25])([CH3:24])[C:20]([CH3:23])([CH3:22])[CH3:21]>C1(C)C(C)=CC=CC=1>[CH3:13][C:12]1[O:11][CH2:10][N:18]([C:19]([CH3:25])([CH3:24])[C:20]([CH3:23])([CH3:22])[CH3:21])[C:8](=[O:16])[C:7]=1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 131570242,2,6-Trimethyl-5-phenyl-2H,4H-1,3-dioxin-4-oneHCID 19918950N-methylene-1,1,2,2-tetramethylpropylamine

Product 1

HCID 199189556-methyl-5-phenyl-3-(1,1,2,2-tetramethylpropyl)-2,3-dihydro-4H-1,3-oxazin-4-oneYield 46.7%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 5-phenyl-2,2,6-trimethyl-2h,4h-1,3-dioxin-4-one (0.65 g), N-methylene-1,1,2,2-tetramethylpropylamine (0.54 g) and xylene (2 ml) was heated at reflux for 30 minutes for reaction. The reaction mixture was purified by silica gel chromatography to obtain the captioned compound (0.40 g).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 30 minutes for reaction
  3. customThe reaction mixture was purified by silica gel chromatography

Sources & evidence

ORD record
ord-138763b0d79946bead6d76574318ce58
Source dataset
uspto-grants-1995_07
Patent number
US05436224

Reaction notes

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