Reaktion #1519143

ord-e1ac833cced84030bc72a4cc33a6eb39

Reaktionsgleichung

C1=Cc2ccccc2CC1
dihydronaphthalene
O=C1CCC(=O)N1Br
N-bromosuccinimide
CCOCC
ether
O[C@@H]1c2ccccc2CC[C@H]1Br
expected compound
O[C@@H]1c2ccccc2CC[C@H]1Br
trans-2-Bromo-1,2,3,4-tetrahydronaphth-1-ol

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONthere are added
  2. 2
    Sonstigethe phases are separated
  3. 3
    ExtraktionThe aqueous phase is extracted with 200 ml of ether
  4. 4
    Waschenthe combined organic phases are then washed with 200 ml of a saturated aqueous solution of sodium chloride
  5. 5
    Sonstigedried
  6. 6
    Sonstigeevaporated

Vorschrift

To 13.0 g (100 mmol) of dihydronaphthalene, dissolved in a mixture of 100 ml of water and 400 ml of tetrahydrofuran, at ambient temperature, there are added, all at once, 19.6 g (110 mmol) of N-bromosuccinimide and stirring is carried out for 3 hours. There are then added 200 ml of ice-cold water and 200 ml of ether; stirring is carried out and the phases are separated. The aqueous phase is extracted with 200 ml of ether; the combined organic phases are then washed with 200 ml of a saturated aqueous solution of sodium chloride and dried and then evaporated to yield the expected compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07612061B2uspto-grants-2009_11