4-tert-Butylphenol → 1,1,3,3-Tetramethylindan-5-ol

HRID 1076114Notes

Reaction equation

HRID 1076114 reaction equation
[CH:1](C1C=CC(O)=CC=1)([CH3:3])[CH3:2].[C:11]([C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1)([CH3:14])([CH3:13])[CH3:12]>>[CH3:13][C:11]1([CH3:14])[C:15]2[C:20](=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)[C:1]([CH3:3])([CH3:2])[CH2:12]1

Participants

3

Reactant 2

HCID 73934-tert-ButylphenolHCID 74654-Isopropylphenol

Product 1

HCID 1045671,1,3,3-Tetramethylindan-5-olYield 48.3%

Conditions

Temperature
150 °C

Procedure

68 g (1/2 mol) of 4-isopropyl-phenol, 150 g (1 mol) of 4-tert.-butyl-phenol and 30 g of an acid activated Fuller's earth were stirred for 5 hours at 150°C. The substance which collected in the deep cooling condenser was isobutane. After removal of the catalyst by suction filtration, fractional distillation yielded 46 g of 1,1,3,3-tetramethyl-5-hydroxy-indane in addition to phenol.

Workup

  1. customThe substance which collected in the deep cooling condenser
  2. customAfter removal of the catalyst
  3. filtrationby suction filtration, fractional distillation

Sources & evidence

ORD record
ord-29887338c69b49909c060ddc82c9ae41
Source dataset
uspto-grants-1976_05
Patent number
US03954889

Reaction notes

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