Hydrochloric Acid → HCID 20186773, Verbindung

HRID 2309009Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2309009
[C:1]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([NH:16][CH2:17][CH:18]([O:26][CH2:27][CH2:28][OH:29])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=2)[CH3:15])=[CH:9][CH:8]=1)(OC)=[O:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].Cl>O1CCCC1.O>[ClH:25].[OH:2][CH2:1][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([NH:16][CH2:17][CH:18]([O:26][CH2:27][CH2:28][OH:29])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=2)[CH3:15])=[CH:9][CH:8]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 21285459HCID 21285459, Verbindung

Produkt 1

HCID 20186773HCID 20186773, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-(2-hydroxyethoxy)-2-(3-chlorophenyl)ethanamine (3.0 g) in dry tetrahydrofuran (30 ml) was added dropwise, with stirring, to a suspension of lithium aluminium hydride (1.0 g) in dry tetrahydrofuran (30 ml) and the resultant mixture heated under reflux for 3 hours. After cooling, water (1 ml), 10% aqueous sodium hydroxide (1 ml) and water (2 ml) were added carefully. Filtration and evaporation of the filtrate to dryness gave an oil which was converted to its hydrochloride salt by treatment with ethereal hydrogen chloride. Recrystallisation from ethyl acetate-methanoldiethyl ether gave the title compound, mp 86°-90° C. as a 49:51 mixture of diastereoisomers.

Aufarbeitung

  1. temperatureunder reflux for 3 hours
  2. temperatureAfter cooling
  3. filtrationFiltration and evaporation of the filtrate to dryness
  4. customgave an oil which
  5. customRecrystallisation from ethyl acetate-methanoldiethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-1b32116c5d634e5dba2f33a89033212f
Quelldatensatz
uspto-grants-1987_09
Patentnummer
US04692465

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