Hydrochloric Acid → 4-(5-Phenyl-pentyloxy)-butyric acid

HRID 1799648

Reaktionsgleichung

Reaktionsgleichung von HRID 1799648
[H-].[Na+].[OH:3][CH2:4][CH2:5][CH2:6][C:7]([O-:9])=[O:8].[Na+].Br[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.Cl>CN(C)C=O>[C:17]1([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][O:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 285561(5-Bromopentyl)benzeneHCID 23663870Sodium Oxybate

Produkt 1

HCID 668747824-(5-Phenyl-pentyloxy)-butyric acidAusbeute 3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Sodium hydride (60% dispersion in mineral oil, 228 mg, 5.7 mmol) was added to a solution of sodium 4-hydroxybutyrate (600 mg, 4.76 mmol) in N,N-dimethylformamide (5 mL). The reaction was heated at 60° C. for 1 h, then (5-bromopentyl)-benzene (1.15 g, 5.08 mmol) was added, then after 3 weeks 1 M aq. hydrochloric acid solution was added and the reaction mixture evaporated. Chromatography (SiO2; heptane-ethyl acetate gradient) produced 4-(5-phenyl-pentyloxy)-butyric acid (32 mg, 3%) as a colorless oil.

Aufarbeitung

  1. customthe reaction mixture evaporated

Quellen und Nachweise

ORD-Eintrag
ord-837c0965e2ca44e58cc803657144fc98
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08344027B2

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