Glycerol → N,N-dibutylethanolamine glycerol borate

HRID 1840685

Reaction equation

HRID 1840685 reaction equation
[B:1]([OH:4])([OH:3])[OH:2].[OH:5][CH2:6][CH:7]([CH2:9]O)[OH:8].[CH2:11]([N:15]([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:16][CH2:17][OH:18])[CH2:12][CH2:13][CH3:14]>C1(C)C=CC=CC=1>[CH2:11]([N:15]([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:16][CH2:17][OH:18])[CH2:12][CH2:13][CH3:14].[B:1]([O:4][CH2:9][CH:7]([CH2:6][OH:5])[OH:8])([OH:3])[OH:2]

Participants

5

Reactant 3

HCID 753GlycerolHCID 76212-(Dibutylamino)ethanolHCID 7628Boric Acid

Product 1

HCID 131723940N,N-dibutylethanolamine glycerol borateYield 87.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

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.

Workup

  1. customN,N-dibutylethanolamine glycerol borate was prepared
  2. customthe byproduct water (˜9 grams) was continuously removed from the reaction by azeotropic distillation
  3. customThe final solution was evaporated
  4. customto remove toluene under vacuum

Sources & evidence

ORD record
ord-21002bc612ca43a5a49b64df002e4907
Source dataset
uspto-grants-2004_01
Patent number
US06682591B2

Linked notes

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