2,2,6-Trimethyl-5-phenyl-2H,4H-1,3-dioxin-4-one → 6-methyl-3-[1-methyl-1-(2naphthyl)ethyl]-5-phenyl-2,3-dihydro-4H-1,3-oxazin-4-one

HRID 1648198Notes

Reaction equation

HRID 1648198 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]([CH3:31])([C:21]1[CH:30]=[CH:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=1)[CH3:20]>C1(C)C(C)=CC=CC=1>[CH3:13][C:12]1[O:11][CH2:10][N:18]([C:19]([CH3:31])([C:21]2[CH:30]=[CH:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=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

4

Reactant 2

HCID 131570242,2,6-Trimethyl-5-phenyl-2H,4H-1,3-dioxin-4-oneHCID 19918961N-methylene-1-methyl-1-(2-naphthyl)ethylamine

Product 1

HCID 199189456-methyl-3-[1-methyl-1-(2naphthyl)ethyl]-5-phenyl-2,3-dihydro-4H-1,3-oxazin-4-oneYield 37.6%

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-methyl-1-(2-naphthyl)ethylamine (0.60 g) and xylene (3 ml) was heated at reflux for 20 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 20 minutes for reaction
  3. customThe reaction mixture was purified by silica gel chromatography

Sources & evidence

ORD record
ord-f7ad375ac89c4f4a9bdacd01dd5e2fdb
Source dataset
uspto-grants-1995_07
Patent number
US05436224

Reaction notes

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