Acetic Acid → 1-amino-2,3-dihydro-7-hydroxy-4-methyl-6-piperidinylacetylaminomethyl-1H-indene dihydrochloride

HRID 345138

Reaktionsgleichung

Reaktionsgleichung von HRID 345138
[Cl-:1].[OH:2][C:3]1[C:4]([CH2:15][NH:16][C:17]([CH2:19][N+:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:18])=[CH:5][C:6]([CH3:14])=[C:7]2[C:11]=1[C:10](=[N:12]O)[CH2:9][CH2:8]2.C(O)(=O)C.[H][H].Cl>CO.[Pt]=O.C(O)C.C(OCC)C>[ClH:1].[ClH:1].[NH2:12][CH:10]1[C:11]2[C:7](=[C:6]([CH3:14])[CH:5]=[C:4]([CH2:15][NH:16][C:17](=[O:18])[CH2:19][N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[C:3]=2[OH:2])[CH2:8][CH2:9]1

Komponenten

8

Edukt 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 136364579(2,3-dihydro-7-hydroxy-1-hydroxyimino-4-methyl-1H-indene-6-yl)methylaminocarbonylmethylpyridinium chlorideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 678827031-amino-2,3-dihydro-7-hydroxy-4-methyl-6-piperidinylacetylaminomethyl-1H-indene dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 82844Platinum oxide (PtO)KatalysatorHCID 887MethanolLösungsmittel2×HCID 21585056Diethyl ether ethanolLösungsmittel

Versuchsvorschrift

10 Grams of (2,3-dihydro-7-hydroxy-1-hydroxyimino-4-methyl-1H-indene-6-yl)methylaminocarbonylmethylpyridinium chloride, 200 ml of acetic acid and 1.0 g of platinum oxide were subjected to catalytic hydrogenation under 3 atmospheric hydrogen gas pressure at room temperature for 8 hours. After the hydrogenation was completed, the catalyst was removed by filtration, and the filtrate was concentrated to dryness under a reduced pressure. The residue thus obtained was dissolved in 100 ml of methanol and under ice-cooled condition, a methanol solution saturated with hydrogen chloride gas was added thereto so as to adjust the pH of the solution to about pH 1, then the said solution was concentrated to dryness under a reduced pressure. The residue thus obtained was recrystallzed from ethanol-diethyl ether to obtain 4.8 g of 1-amino-2,3-dihydro-7-hydroxy-4-methyl-6-piperidinylacetylaminomethyl-1H-indene dihydrochloride. Colorless powdery crystals. Melting point: 146° C. (decomposed).

Aufarbeitung

  1. customthe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated to dryness under a reduced pressure
  3. customThe residue thus obtained
  4. temperaturecooled condition
  5. concentrationthe said solution was concentrated to dryness under a reduced pressure
  6. customThe residue thus obtained

Quellen und Nachweise

ORD-Eintrag
ord-4577fa8445fd490d838108830b59e380
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05055474

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