2,4-Di-tert-butylphenol → 2,4,6-Tri-tert-butylphenol

HRID 486978

Reaction equation

HRID 486978 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2].C([Al](CC)CC)C.[CH2:23]=[C:24]([CH3:26])[CH3:25]>CCCCCC>[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[C:7]([C:24]([CH3:26])([CH3:25])[CH3:23])[C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 73112,4-Di-tert-butylphenol2×HCID 8255IsobutyleneHCID 16682930Triethylaluminum

Product 1

HCID 129022,4,6-Tri-tert-butylphenol

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

By the method used in Examples 1-33, 171 g (0.83 mol) 2,4-di-tert-butylphenol (2,4-DTBP) was dissolved in 350 ml hexane, and the amount (if any) of various polyhalophenols indicated in Table VI was added to the mixture, followed by addition of 5.8 mmol triethylaluminum to said mixture, at room temperature. The 2,4-DTBP was then reacted with 1.2-1.6 mol isobutene at 1.7 bar and 30° C., to form 2,4,6-tri-tert-butylphenol (2,4,6-TTBP).

Workup

  1. additionwas added to the mixture
  2. customat room temperature

Sources & evidence

ORD record
ord-d7d07ec41dcb40d98d77f1bc90c4b85b
Source dataset
uspto-grants-1994_03
Patent number
US05292970

Linked notes

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