Hydrazine hydrate (1:1) → 4-(4-Aminocyclohexyloxy)benzoic acid ethyl ester

HRID 555378Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 555378
[CH2:1]([O:3][C:4](=[O:29])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH:12]2[CH2:17][CH2:16][CH:15]([N:18]3C(=O)C4C(=CC=CC=4)C3=O)[CH2:14][CH2:13]2)=[CH:7][CH:6]=1)[CH3:2].O.NN>C(Cl)(Cl)Cl.C(O)C>[CH2:1]([O:3][C:4](=[O:29])[C:5]1[CH:6]=[CH:7][C:8]([O:11][CH:12]2[CH2:17][CH2:16][CH:15]([NH2:18])[CH2:14][CH2:13]2)=[CH:9][CH:10]=1)[CH3:2]

Komponenten

5

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 167566294-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-cyclohexyloxy]-benzoic acid ethyl ester

Produkt 1

HCID 167561694-(4-Aminocyclohexyloxy)benzoic acid ethyl esterAusbeute 98,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
7.5 °C

Versuchsvorschrift

To a solution of 4-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-cyclohexyloxy]-benzoic acid ethyl ester (6.3 g, 16.0 mmol) in CHCl3 (50 mL) and ethanol (60 mL) was added hydrazine hydrate (16.0 g, 320.2 mmol). Stirring was continued at ambient temperature for 2 days. The reaction mixture was then cooled to 5-10° C. and the white precipitate was filtered off. The filtrate was washed with water, dried and the solvent evaporated under vacuum to afford 4.15 g (98%) of 4-(4-amino-cyclohexyloxy)-benzoic acid ethyl ester.

Aufarbeitung

  1. filtrationthe white precipitate was filtered off
  2. washThe filtrate was washed with water
  3. customdried
  4. customthe solvent evaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-58ea6859ac654d3c99f40af741ae9cb4
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08053447B2

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