(2,5-Dichlorophenyl)hydrazine → 1-Allyl-2-[(2,5-dichloro-phenyl)-hydrazono]-cyclopentanecarboxylic acid ethyl ester

HRID 1297262Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1297262
[C:1]([C:6]1([CH2:12][CH:13]=[CH2:14])[CH2:10][CH2:9][CH2:8][C:7]1=O)([O:3][CH2:4][CH3:5])=[O:2].[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=1[NH:23][NH2:24].C([O-])(=O)C.[Na+]>CO>[CH2:4]([O:3][C:1]([C:6]1([CH2:12][CH:13]=[CH2:14])[CH2:10][CH2:9][CH2:8][C:7]1=[N:24][NH:23][C:17]1[CH:18]=[C:19]([Cl:22])[CH:20]=[CH:21][C:16]=1[Cl:15])=[O:2])[CH3:5]

Komponenten

5

Edukt 3

HCID 9366(2,5-Dichlorophenyl)hydrazineHCID 517045Sodium AcetateHCID 109104522-Carbethoxy-2-allylcyclopentanone

Produkt 1

HCID 866039761-Allyl-2-[(2,5-dichloro-phenyl)-hydrazono]-cyclopentanecarboxylic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 2-carbethoxy-2-allylcyclopentanone (110 mg, 0.55 mmol) in 1 mL of methanol was added (2,5-dichloro-phenyl)-hydrazine (89 mg, 0.50 mmol) and sodium acetate (62 mg, 0.75 mmol). The reaction mixture was stirred at room temperature over night. The reaction mixture was concentrated and adding 10 mL of ethyl acetate diluted the residue. The organic solution was washed with 5 mL of water and 5 mL of brine. The organic layer was dried over sodium sulfate and concentrated to give the crude product, which was directly used in next step without purification.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. additionadding 10 mL of ethyl acetate
  3. additiondiluted the residue
  4. washThe organic solution was washed with 5 mL of water and 5 mL of brine
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a3e6bf253ea441fda6f8a7a732f98461
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07250441B2

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