Hydrochloric Acid → 3-[3-(4-Methoxyphenyl)propyl]glutaric acid

HRID 27374

Reaktionsgleichung

Reaktionsgleichung von HRID 27374
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][CH:12]=O)=[CH:5][CH:4]=1.C([CH2:16][C:17]([OH:19])=[O:18])#N.[OH-:20].[Na+].Cl.[CH2:23]([CH2:26][O:27]C)OC>O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][CH2:11][CH:12]([CH2:23][C:26]([OH:27])=[O:20])[CH2:16][C:17]([OH:19])=[O:18])=[CH:7][CH:8]=1

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 80711,2-DimethoxyethaneHCID 9740Cyanoacetic acidHCID 14798Sodium HydroxideHCID 104875554-(4-Methoxyphenyl)butanal

Produkt 1

HCID 205288273-[3-(4-Methoxyphenyl)propyl]glutaric acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

4-(4-Methoxyphenyl)butyraldehyde (5.34 g) is reacted with cyanoacetic acid (5.15 g) and sodium hydroxide (2.74 g) in a mixture of glyme (50 ml) and water (60 ml). The mixture is treated with hydrochloric acid and processed as described in Example 2A to afford the title compound (2.1 g) which on crystallization from ethyl acetate-chloroform-hexane had a melting point of 71°-73° C.

Quellen und Nachweise

ORD-Eintrag
ord-343353e5d2dc4a2a924c7fd14af0282b
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04221725

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