Salicylamide → 2,2-dibutyl-4-oxo-2,3-dihydro-4H-1,3-benzoxazine

HRID 1756886

反応式

HRID 1756886 の反応式
[CH2:1]([C:5]([CH2:7][CH2:8][CH2:9][CH3:10])=[O:6])[CH2:2][CH2:3][CH3:4].[C:11]([NH2:20])(=[O:19])[C:12]1[C:13](=[CH:15][CH:16]=[CH:17][CH:18]=1)O.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:1]([C:5]1([CH2:7][CH2:8][CH2:9][CH3:10])[NH:20][C:11](=[O:19])[C:12]2[CH:13]=[CH:15][CH:16]=[CH:17][C:18]=2[O:6]1)[CH2:2][CH2:3][CH3:4]

参加物

5

反応物 3

HCID 5147SalicylamideHCID 104055-NonanoneHCID 521998p-Toluenesulfonic acid monohydrate

生成物 1

HCID 100840172,2-dibutyl-4-oxo-2,3-dihydro-4H-1,3-benzoxazine収率 92.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 20 g of dibutylketone, 19.3 g of salicylamide and 2.7 g of p-toluenesulfonic acid monohydrate is added to 300 ml of toluene and the mixture is refluxed overnight by making use of a dehydrator of Dean Stark. After cooling, the reaction mixture is washed, dried and evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent; hexane:ethyl acetate =95:5) to obtain 34 g of 2,2-dibutyl-4-oxo-2,3-dihydro-4H-1,3-benzoxazine as a yellow oil.

後処理

  1. temperaturethe mixture is refluxed overnight
  2. temperatureAfter cooling
  3. washthe reaction mixture is washed
  4. customdried
  5. customevaporated
  6. customto remove the solvent
  7. customThe residue is purified by silica gel column chromatography (solvent; hexane:ethyl acetate =95:5)

出典と根拠

ORDレコード
ord-9efcac42f446489ba5cf5243c6c30bd3
出典データセット
uspto-grants-1995_08
特許番号
US05442055

関連ノート

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