Réaction #955948

ord-089e894bbbd949f7a193802e14b14d78

Équation de réaction

Cc1cc2ccccc2c2ccccc12
9-methylphenanthrene
O=C1CCC(=O)N1Br
NBS
BrCc1cc2ccccc2c2ccccc12
product
Rendement 89.7%
BrCc1cc2ccccc2c2ccccc12
9-(bromomethyl)phenanthrene
Rendement 89.7%

Solvants

Conditions de réaction

Température
0°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewas refluxed for 5 h
  2. 2
    Autrethe succinimide precipitated
  3. 3
    Autrewas removed by filtration
  4. 4
    LavageThe filtrate was washed by 15% NaOH
  5. 5
    Séchagedried over MgSO4
  6. 6
    Concentrationconcentrated

Mode opératoire

A mixture of 9-methylphenanthrene (14.2 g, 74 mmol), benzoyl peroxide (40 mg, 0.16 mmol) and NBS (13.3 g, 74.6 mmol) in 210 mL of benzene was refluxed for 5 h. The reaction mixture was cooled to 0° C. and the succinimide precipitated was removed by filtration. The filtrate was washed by 15% NaOH, dried over MgSO4 and concentrated to yield 18 g of product which was used for the next step without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08968887B2uspto-grants-2015_03