3-Chlorobenzoic Acid → Safrole oxide

HRID 461403

Reaktionsgleichung

Reaktionsgleichung von HRID 461403
[O:1]1[C:12]2[C:4](=[CH:5][C:6](=[CH:10][CH:11]=2)[CH2:7][CH:8]=[CH2:9])[O:3][CH2:2]1.ClC1C=CC=C(C(OO)=[O:21])C=1.ClC1C=C(C=CC=1)C(O)=O>C(Cl)(Cl)Cl>[O:1]1[C:12]2[C:4](=[CH:5][C:6](=[CH:10][CH:11]=2)[CH2:7][CH:8]2[O:21][CH2:9]2)[O:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 4473-Chlorobenzoic AcidHCID 5144SafroleHCID 70297m-Chloroperbenzoic acid

Produkt 1

HCID 101123Safrole oxideAusbeute 39,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

16.2 g of safrole was dissolved in 100 ml of chloroform and to the mixture was added dropwise 20.7 g of m-chloroperbenzoic acid dissolved in 500 ml of chloroform at 0°-5° C. The resulting mixture was allowed to stand with slow stirring for 55 hours, while maintaining the temperature at 0° - 5° C. After the completion of the reaction, m-chlorobenzoic acid crystals were filtered and the filtrate was washed twice with 5% sodium hydroxide solution, and then with water. After drying over anhydrous sodium sulfate, the solvent was evaporated to obtain the residue. This was distilled under reduced pressure to give 7.0 g (yield 39.3%) of safrole oxide as colourless oily substance having a boiling point of 108° - 110° C/3 mmHg.

Aufarbeitung

  1. temperaturewhile maintaining the temperature at 0° - 5° C
  2. filtrationwere filtered
  3. washthe filtrate was washed twice with 5% sodium hydroxide solution
  4. dry with materialAfter drying over anhydrous sodium sulfate
  5. customthe solvent was evaporated
  6. customto obtain the residue
  7. distillationThis was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2b54d2f2b524405692cee26bdb19a316
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04062862

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