Acetic Acid → HCID 18314476、化合物

HRID 1274591ノート

反応式

HRID 1274591 の反応式
[CH3:1][C:2]([CH3:20])([C:8]1[C:12]2[CH:13]=[C:14]([N+:17]([O-])=O)[CH:15]=[CH:16][C:11]=2[S:10][N:9]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].C(O)(=O)C.C(OCC)(=O)C.C(=O)([O-])O.[Na+]>C(Cl)Cl.[Fe]>[NH2:17][C:14]1[CH:15]=[CH:16][C:11]2[S:10][N:9]=[C:8]([C:2]([CH3:20])([CH3:1])[C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:12]=2[CH:13]=1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 8857Ethyl Acetate2 回HCID 516892Sodium BicarbonateHCID 18314471HCID 18314471、化合物

生成物 1

HCID 18314476HCID 18314476、化合物

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 6344Dichloromethane溶媒

反応条件

温度
56 °C

実験手順

A mixture of ethyl α,α-dimethyl-5-nitro-1,2-benzisothiazole-3-acetate (0.714 g, 2.42 mmol), iron powder (0.500 g), 10% acetic acid (23.0 mL) and ethyl acetate (23.0 mL) is stirred at 54-58° C. for one hour, cooled, and poured into saturated sodium hydrogen carbonate solution. The resultant aqueous mixture is extracted with ethyl acetate. The combined organic extracts are washed sequentially with water and brine, dried over anhydrous sodium sulfate, and concentrated in vacuo to obtain a yellow oil. Column chromatography of the oil using silica gel and a 10% ethyl acetate in methylene chloride solution gives the title product as a light brown oil which is identified by NMR spectral analysis.

後処理

  1. temperaturecooled
  2. extractionThe resultant aqueous mixture is extracted with ethyl acetate
  3. washThe combined organic extracts are washed sequentially with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customto obtain a yellow oil

出典と根拠

ORDレコード
ord-05df56dcc04a461fbd5d54bf68ea1576
出典データセット
uspto-grants-2000_12
特許番号
US06156700

反応ノート

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