Benzoic Acid → 3-Cyclohexene-1-carboxylic acid

HRID 617450

Reaktionsgleichung

Reaktionsgleichung von HRID 617450
C([O-])([O-])=O.[K+].[K+].[C:7]([OH:15])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.S(Cl)([Cl:18])=O>>[CH:8]1([C:7]([Cl:18])=[O:15])[CH2:13][CH2:12][CH:11]=[CH:10][CH2:9]1.[CH:8]1([C:7]([OH:15])=[O:14])[CH2:13][CH2:12][CH:11]=[CH:10][CH2:9]1

Komponenten

5

Edukt 3

HCID 243Benzoic AcidHCID 11430Potassium CarbonateHCID 24386Thionyl Chloride

Produkt 2

HCID 209033-Cyclohexene-1-carboxylic acidHCID 5230583-Cyclohexene-1-carbonyl chloride

Versuchsvorschrift

The 4-hydroxy group of 4-hydroxybenzoic acid is protected by reacting 4-hydroxybenzoic acid, 5 g (0.036 mol), obtained commercially, with benzyl chloride, 5.1 g (0.04 mol) in ethanol:water (1:1) containing 5 g K2CO3 (0.04 mol) at a temperature of 30 degrees C. for 12 hours. The 4-PgO benzoic acid is converted to the acid chloride using thionyl chloride by a procedure similar to that employed for producing 3-cyclohexene carboxylic acid chloride from 3-cyclohexene carboxylic acid in Example I.

Quellen und Nachweise

ORD-Eintrag
ord-7437a50ac67e4cc1b705e829f4cfc34c
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05948922

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