p-Toluenesulfonic acid → HCID 4126466、化合物

HRID 733234ノート

反応式

HRID 733234 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[O:8][C:6](=O)[C:5]2=[CH:11][CH:12]=1.[CH2:13]([NH2:17])[CH:14]([CH3:16])[CH3:15].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1.C(=O)(O)[O-].[Na+]>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[N:17]([CH2:13][CH:14]([CH3:16])[CH3:15])[C:6](=[O:8])[C:5]2=[CH:11][CH:12]=1

参加物

6

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 6558IsobutylamineHCID 670444-Chlorophthalic anhydride

生成物 1

HCID 4126466HCID 4126466、化合物

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
140 °C

実験手順

4-Chloro-N-isobutylphthalimide is prepared as described in Example 2, starting with 10 g of 4-chlorophthalic anhydride, 5.4 cm3 of isobutylamine and a catalytic amount of para-toluenesulfonic acid in 100 cm3 of toluene. The reaction mixture is heated at a temperature in the region of 140° C. for 16 hours and is then cooled to a temperature in the region of 20° C. The reaction mixture is taken up in 100 cm3 of saturated aqueous sodium bicarbonate solution and the aqueous phase is extracted twice with 100 cm3 of ethyl acetate. The organic extracts are combined, washed with 50 cm3 of brine, dried over magnesium sulfate, filtered and then concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C. The residue is dried in a desiccator under reduced pressure (2 kPa) at a temperature in the region of 20° C. 12 g of 4-chloro-N-isobutylphthalimide are thus obtained in the form of a white powder. (Rf=0.85, thin layer chromatography on silica gel, eluent: cyclohexane/ethyl acetate (75/25 by volume)).

後処理

  1. custom4-Chloro-N-isobutylphthalimide is prepared
  2. temperatureis then cooled to a temperature in the region of 20° C
  3. extractionthe aqueous phase is extracted twice with 100 cm3 of ethyl acetate
  4. washwashed with 50 cm3 of brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C
  8. customThe residue is dried in a desiccator under reduced pressure (2 kPa) at a temperature in the region of 20° C

出典と根拠

ORDレコード
ord-eafd6003e1bd4126a373cf9299b4c1c5
出典データセット
uspto-grants-2009_09
特許番号
US07589117B2

反応ノート

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