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Phthalimide → HCID 15391783、化合物

HRID 394685
ノート
印刷プレビュー

反応式

HRID 394685 の反応式
Br[CH2:2][C:3]1[CH2:4][O:5][C:6]2[C:11]([CH:12]=1)=[CH:10][C:9]([O:13][CH3:14])=[CH:8][CH:7]=2.C1(=O)[NH:19]C(=O)C2=CC=CC=C12.[K].O.NN.C1(=O)NC(=O)C2=CC=CC=C12>CN(C)C=O.ClCCl.C1COCC1>[CH3:14][O:13][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[O:5][CH2:4][C:3]([CH2:2][NH2:19])=[CH:12]2
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 6809PhthalimideHCID 24654Hydrazine hydrate (1:1)HCID 14971319HCID 14971319、化合物HCID 24194345Phthalimide potassium salt

生成物 1

HCID 15391783HCID 15391783、化合物

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒
HCID 6344
Dichloromethane
溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

1.17 g (4.59 mmol) of the brominated compound obtained in Step A are dissolved in 10 ml of anhydrous N,N-dimethylformamide; 1.275 g (6.9 mmol) of potassium phthalimide are then added to the medium. After 10 hours of stirring under argon, the solvent is evaporated in vacuo. The residue obtained is taken up in dichloromethane; the organic phase is then washed with water. After drying over magnesium sulphate, the solvent is evaporated in vacuo. Chromatography on a silica column (eluant: AcOEt/PE: 15/85) allows access to the corresponding phthalimide in the form of a white solid. Melting point: 141 ° C. 0.72 g (14.35 mmol) of hydrazine monohydrate is added to a solution of 1.15 g (3.58 mmol) of that phthalimide in 20 ml of THF; the mixture is then heated at reflux for 4 hours. After cooling the mixture and filtering off the solid, the filtrate is concentrated in vacuo to result in the pure title amine in the form of a yellow solid.

後処理

  1. customthe solvent is evaporated in vacuo
  2. customThe residue obtained
  3. washthe organic phase is then washed with water
  4. dry with materialAfter drying over magnesium sulphate
  5. customthe solvent is evaporated in vacuo
  6. temperaturethe mixture is then heated
  7. temperatureat reflux for 4 hours
  8. temperatureAfter cooling the mixture
  9. filtrationfiltering off the solid
  10. concentrationthe filtrate is concentrated in vacuo

出典と根拠

ORDレコード
ord-415bedbbf2a84971bf631a8d0f3b8b49
出典データセット
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06602903B2

反応ノート

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