Sulfuric Acid → chrysanthemic acid d-trans-form

Reaktionsgleichung

CC[O:3][C:4]([CH:6]1[C:8]([CH3:10])([CH3:9])[CH:7]1[CH:11]=[C:12]([CH3:14])[CH3:13])=[O:5].S(=O)(=O)(O)O>>[CH3:13][C:12]([CH3:14])=[CH:11][C@H:7]1[C:8]([CH3:9])([CH3:10])[C@@H:6]1[C:4]([OH:5])=[O:3]

Komponenten

Edukt 2

HCID 1118Sulfuric Acid

HCID 7334Ethyl chrysanthemate

Produkt 1

HCID 16747chrysanthemic acid d-trans-formAusbeute 80 %

Versuchsvorschrift

The water layer was made acidic with sulfuric acid and extracted with toluene (20 g) two times. The toluene layer was washed and distilled under reduced pressure to give trans-chrysanthemic acid (4.2 g; trans-isomer, 80.0 %). B.P. 122° to 130°C/3.3 mmHg.

Aufarbeitung

extractionextracted with toluene (20 g) two times
washThe toluene layer was washed
distillationdistilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag: ord-c809d282989e4a5fb9afded6da017da3
Quelldatensatz: uspto-grants-1976_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US03943167

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