Reaktion #1328418

ord-0dfed2e448b741f088cef3ac6046a011

Reaktionsgleichung

O=S(=O)(O)O
sulfuric acid
CSc1cccc2c1C1=NOCC1C2
8-methylthio-3a,4-dihydro-3H-indeno[1,2-c]isoxazole
BrBr
bromine
CSc1ccc(Br)c2c1C1=NOCC1C2
5-Bromo-8-methylthio-3a,4-dihydro-3H-indeno[1,2-c]isoxazole

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGthis mixture was stirred for 1.5 hours
  2. 2
    Filtrationthe precipitated solid was filtered off with suction
  3. 3
    Waschenwashed
  4. 4
    Sonstigedried

Vorschrift

120 ml of sulfuric acid (98 percent strength) were cooled to 0° C., and 11.2 g (54.8 mmol) of 8-methylthio-3a,4-dihydro-3H-indeno[1,2-c]isoxazole were added a little at a time. 9.2 g (57.5 mmol) of bromine were then added dropwise, and stirring was continued at 0° C. for another 2 hours. The resulting solution was poured into 2 l of a mixture of water and ice, this mixture was stirred for 1.5 hours and the precipitated solid was filtered off with suction and then washed and dried. This gave 11.4 g (73%) of 5-bromo-8-methylthio-3a,4-dihydro-3H-indeno[1,2-c]isoxazole of a brown solid having a m.p. of 127–135° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07115545B1uspto-grants-2006_10