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Water → 4-Bromo-5-(4-methyl-2-oxo-4-phenyl-valeroylamino)-phthalide

HRID 1266437
ノート
印刷プレビュー

反応式

HRID 1266437 の反応式
[CH3:1][C:2]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:9])[CH2:3][C:4](=[O:8])[C:5]([OH:7])=O.S(Cl)(Cl)=O.[Br:20][C:21]1[C:30]([NH2:31])=[CH:29][CH:28]=[C:27]2[C:22]=1[CH2:23][O:24][C:25]2=[O:26].O>CC(N(C)C)=O>[Br:20][C:21]1[C:30]([NH:31][C:5](=[O:7])[C:4](=[O:8])[CH2:3][C:2]([CH3:1])([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH3:9])=[CH:29][CH:28]=[C:27]2[C:22]=1[CH2:23][O:24][C:25]2=[O:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 24386Thionyl ChlorideHCID 112411954-Methyl-2-oxo-4-phenylpentanoic acidHCID 185511684-Bromo-5-aminophthalide

生成物 1

HCID 185512024-Bromo-5-(4-methyl-2-oxo-4-phenyl-valeroylamino)-phthalide収率 86.5%

試薬・触媒・溶媒 1

HCID 31374
Dimethylacetamide
溶媒

実験手順

412 mg of 4-methyl-4-phenyl-2-oxovaleric acid is dissolved in 10 ml of dimethylacetamide and mixed under argon at −8° C. with 261 mg of thionyl chloride. After 20 minutes of stirring at −3 to +3° C., 228 mg of 4-bromo-5-aminophthalide is added. It is stirred for 1.5 hours at room temperature, then mixed with water, extracted with ethyl acetate, the organic phase is washed with water, dried (Na2SO4) and after the solvent is concentrated by evaporation and after treatment with diethyl ether, 360 mg of 4-bromo-5-(4-methyl-2-oxo-4-phenyl-valeroylamino)-phthalide, melting point 150-152° C, is obtained.

後処理

  1. stirringIt is stirred for 1.5 hours at room temperature
  2. extractionextracted with ethyl acetate
  3. washthe organic phase is washed with water
  4. dry with materialdried (Na2SO4)
  5. concentrationafter the solvent is concentrated by evaporation

出典と根拠

ORDレコード
ord-12d0f1e6b96a4ae9a53e40de27b501e3
出典データセット
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06548534B2

反応ノート

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