Diethanolamine → 4-[[Bis(2-hydroxyethyl)amino]methyl]-2,6-ditert-butylphenol

HRID 895833

Reaction equation

HRID 895833 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])[CH2:8]Br)([CH3:4])([CH3:3])[CH3:2].[CH2:18]([NH:21][CH2:22][CH2:23][OH:24])[CH2:19][OH:20]>C1C=CC=CC=1>[C:1]([C:5]1[CH:6]=[C:7]([CH2:8][N:21]([CH2:22][CH2:23][OH:24])[CH2:18][CH2:19][OH:20])[CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 612973Phenol, 4-(bromomethyl)-2,6-bis(1,1-dimethylethyl)-

Product 1

HCID 6129064-[[Bis(2-hydroxyethyl)amino]methyl]-2,6-ditert-butylphenol

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
77.5 °C

Procedure

In a round bottom flask taken 2.24 gm of 3,5-ditertbutyl-4-hydroxy benzyl bromide and 0.6 ml of N, N-diethanol amine and dissolved in 100 mL of benzene. The reaction mixture was refluxed with constant stirring at 75-80° C. for 6 hrs. The product was crystallized out in the form of colorless needles. The solvent was decanted, crystals were filtered off and washed with pure benzene. The yield of the product is 1.43 gm (64%). Product was identified by 1H-NMR and FT-IR spectroscopic techniques.

Workup

  1. customIn a round bottom flask taken
  2. temperatureThe reaction mixture was refluxed
  3. customThe product was crystallized out in the form of colorless needles
  4. customThe solvent was decanted
  5. filtrationcrystals were filtered off
  6. washwashed with pure benzene

Sources & evidence

ORD record
ord-662132d85dd44539b71e41dcfab17a69
Source dataset
uspto-grants-2005_07
Patent number
US06916960B2

Linked notes

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