Reaction #2186170

ord-7f0d76c9d11240c29c8e63cfd1e166fa

Reaction equation

CCN(CC)CC.Cl
triethylamine hydrochloride
O=P(Cl)(Cl)Cl
phosphorus oxychloride
CCCCCCCCCC(CO)CCCCCCC
2-heptylundecanol
CCN(CC)CC
triethylamine
CCCCCCCCCC(CCCCCCC)COP(=O)(Cl)Cl
(2-heptylundecyl)dichlorophosphate
Yield 34.7%

Solvents

Conditions

Temperature
-10°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthe mixture was reacted for 12 hours at 0 degrees C
  2. 2
    TemperatureThe mixture was then heated to 25 degrees C
  3. 3
    Otherremoved
  4. 4
    Filtrationby filtering

Procedure

With nitrogen substitution, 540 ml of toluene and 138.0 grams (0.9 moles) of phosphorus oxychloride were added and cooled to −10 degrees C. To this mixture, a solution of 243.5 grams (0.9 moles; 1.0 in molar ratio) of 2-heptylundecanol and 91.1 grams (0.9 moles) of triethylamine was dripped, and the mixture was reacted for 12 hours at 0 degrees C. The mixture was then heated to 25 degrees C., and a triethylamine hydrochloride was. removed by filtering to obtain 1003.9 grams of a toluene solution of (2-heptylundecyl)dichlorophosphate (34.7% in concentration).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07569211B2uspto-grants-2009_08