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

HRID 1648195Notes

Reaction equation

HRID 1648195 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]1([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=2)[CH2:23][CH2:22][CH2:21][CH2:20]1>C1(C)C(C)=CC=CC=1>[Cl:30][C:26]1[CH:25]=[C:24]([C:19]2([N:18]3[C:8](=[O:16])[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)=[C:12]([CH3:13])[O:11][CH2:10]3)[CH2:23][CH2:22][CH2:21][CH2:20]2)[CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 131570242,2,6-Trimethyl-5-phenyl-2H,4H-1,3-dioxin-4-oneHCID 19918958N-methylene-1-(3-chlorophenyl)cyclopentylamine

Product 1

HCID 199189573-[1-(3-chlorophenyl)cyclopentyl]-6-methyl-5-phenyl-2,3-dihydro-4H-1,3-oxazin-4-oneYield 88.5%

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) and N-methylene-1-(3-chlorophenyl)cyclopentylamine (0.78 g) and xylene (3 ml) was heated at reflux for 30 minutes for reaction. The reaction mixture was purified by silica gel chromatography to obtain the captioned compound (0.97 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-35f7b444f7d04553a18949766865c441
Source dataset
uspto-grants-1995_07
Patent number
US05436224

Reaction notes

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