Chloroacetone → 2,3-dihydro-2,2-dimethyl-6-(2-oxopropoxy)-4H-1,3-benzoxazin-4-one

HRID 615241

反応式

HRID 615241 の反応式
[CH3:1][C:2]1([CH3:14])[NH:7][C:6](=[O:8])[C:5]2[CH:9]=[C:10]([OH:13])[CH:11]=[CH:12][C:4]=2[O:3]1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:22][C:23](=[O:25])[CH3:24]>C(#N)C>[CH3:1][C:2]1([CH3:14])[NH:7][C:6](=[O:8])[C:5]2[CH:9]=[C:10]([O:13][CH2:22][C:23](=[O:25])[CH3:24])[CH:11]=[CH:12][C:4]=2[O:3]1

参加物

5

反応物 3

HCID 6571Chloroacetone2 回HCID 11430Potassium CarbonateHCID 137543316-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1,3-benzoxazin-4-one

生成物 1

HCID 137543322,3-dihydro-2,2-dimethyl-6-(2-oxopropoxy)-4H-1,3-benzoxazin-4-one

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

70 g of 2,3-dihydro-2,2-dimethyl-6-hydroxy-4H-1,3-benzoxazin-4-one in 400 ml of acetonitrile with 100 g of potassium carbonate and 32 ml of chloroacetone are stirred under reflux for 30 hours. After the addition of a further 3.2 ml of chloroacetone, the reaction mixture is refluxed for a further 15-20 hours. The reaction mixture is filtered whilst still warm; the residue is thoroughly washed with acetone, and the combined filtrate is concentrated by evaporation. The crystalline residue is recrystallised from toluene and yields 2,3-dihydro-2,2-dimethyl-6-(2-oxopropoxy)-4H-1,3-benzoxazin-4-one, m.p. 125°-126°.

後処理

  1. temperatureunder reflux for 30 hours
  2. temperaturethe reaction mixture is refluxed for a further 15-20 hours
  3. filtrationThe reaction mixture is filtered
  4. temperaturewhilst still warm
  5. washthe residue is thoroughly washed with acetone
  6. concentrationthe combined filtrate is concentrated by evaporation
  7. customThe crystalline residue is recrystallised from toluene

出典と根拠

ORDレコード
ord-ce006c809b9e4b24a79f84d254d6d71c
出典データセット
uspto-grants-1985_02
特許番号
US04497813

関連ノート

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