Acetic Acid → 2,3-Dihydro-2,4-dimethyl-7-nitrobenzofuran

HRID 465020Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 465020
[CH2:1]([C:4]1[C:9]([CH3:10])=[CH:8][CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:5]=1[OH:14])[CH:2]=[CH2:3].C(O)(=O)C.Br>CCOCC>[CH3:3][CH:2]1[CH2:1][C:4]2[C:9]([CH3:10])=[CH:8][CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:5]=2[O:14]1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 135756673-Methyl-6-nitro-2-(prop-2-en-1-yl)phenol

Produkt 1

HCID 135756682,3-Dihydro-2,4-dimethyl-7-nitrobenzofuran

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

47 g of 1B was added to a mixture of 100 ml of glacial acetic acid and 100 ml of 48% aqueous hydrobromic acid and the mixture was heated at 114°-115° C. for 2.5 hours. The resulting mixture was stripped to dryness, the residue was taken up in 500 ml of ether, and filtered. The filtrate was concentrated to 100 ml, 300 ml of hexane was added, the mixture was chilled and filtered to give 2,3-dihydro-2,4-dimethyl-7-nitrobenzofuran (1C), as a tan solid, m.p.: 69°-71° C.

Aufarbeitung

  1. temperaturethe mixture was heated at 114°-115° C. for 2.5 hours
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated to 100 ml, 300 ml of hexane
  4. additionwas added
  5. temperaturethe mixture was chilled
  6. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-3a1f375c2fda48648d0a751e5ff7d975
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04550121

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