Reaction #1442482

ord-1511e687fae749029932d3f9af5f4682

Reaction equation

OB(O)O
Boric acid
OCC(O)CO
glycerol
CCCCN(CCO)CCCC
N,N-dibutylethanolamine
CCCCN(CCO)CCCC.OCC(O)COB(O)O
N,N-dibutylethanolamine glycerol borate
Yield 87.6%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherN,N-dibutylethanolamine/glycerol borate was prepared
  2. 2
    Otherthe byproduct water (˜9 grams) was continuously removed from the reaction by azeotropic distillation
  3. 3
    OtherThe final solution was evaporated
  4. 4
    Otherto remove toluene under vacuum

Procedure

N,N-dibutylethanolamine/glycerol borate was prepared as follows. Boric acid (10.3 grams), glycerol (15.3 grams), and N,N-dibutylethanolamine (28.9 grams) were added to a 250 milliliter flask. One hundred fifty milliliters of toluene was then added. The reaction was allowed to proceed overnight at 110° C., and the byproduct water (˜9 grams) was continuously removed from the reaction by azeotropic distillation. The final solution was evaporated to remove toluene under vacuum, and a brownish viscous liquid product (˜45 grams) of N,N-dibutylethanolamine/glycerol borate was obtained.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06585816B1uspto-grants-2003_07