Reaction #955949

ord-e1bd103fb28843de9fc00718c9d778bc

Reaction equation

BrCc1cc2ccccc2c2ccccc12
9-(Bromomethyl)phenanthrene
CCOP(OCC)OCC
triethyl phosphite
CCOP(=O)(Cc1cc2ccccc2c2ccccc12)OCC
product
Yield 56.8%
CCOP(=O)(Cc1cc2ccccc2c2ccccc12)OCC
diethyl (phenanthren-9-ylmethyl)phosphonate
Yield 56.8%

Conditions

Temperature
150°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    ConcentrationThe reaction mixture was concentrated
  2. 2
    Otherthe residue was purified by silica gel column chromatography

Procedure

9-(Bromomethyl)phenanthrene (18 g, 66.4 mmol) and triethyl phosphite (10.7 g) were mixed and heated to 150° C. under N2 for 4 h. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography to yield 12 g of product.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08968887B2uspto-grants-2015_03