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

HRID 442465

Reaktionsgleichung

Reaktionsgleichung von HRID 442465
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:12][C:13](=[CH2:15])[CH3:14].[C:16](C1C=CC(O)=CC=1)([CH3:18])=[CH2:17]>>[OH:11][C:8]1[CH:7]=[C:6]2[C:5](=[CH:10][CH:9]=1)[C:1]([CH3:4])([CH3:2])[CH2:3][C:13]2([CH3:14])[CH3:12].[OH:11][C:8]1[CH:7]=[C:6]2[C:5](=[CH:10][C:9]=1[C:13]([CH3:14])([CH3:12])[CH3:15])[C:1]([CH3:4])([CH3:2])[CH2:3][C:16]2([CH3:18])[CH3:17]

Komponenten

5

Edukt 3

HCID 73934-tert-ButylphenolHCID 8255IsobutyleneHCID 584247p-Isopropenylphenol

Produkt 2

HCID 1045671,1,3,3-Tetramethylindan-5-olHCID 1045686-(tert-Butyl)-1,1,3,3-tetramethylindan-5-ol

Versuchsvorschrift

150 g (1 mol) of 4-tert.-butylphenol and 400 g of an acid-activated fuller's earth are introduced into an autoclave. 1650 g (29.5 mol) of isobutylene and 2600 g (9.7 mol) of molten dimeric 4-isopropenylphenol are then simultaneously pumped in over a period of about 4 to 5 hours at a temperature of around 180° C. The mixture is then left to react for 4 hours at around 180° C. The hot reaction mixture is then filtered off from the catalyst under suction, 4184 g of crude product being obtained in this way. Fractional distillation gives 1980 g (10.4 mol) of 5-hydroxy-1,1,3,3-tetramethyl indane and 564 g (2.3 mol) of 5-hydroxy-6-tert.-butyl-1,1,3,3-tetramethyl indane.

Aufarbeitung

  1. customare then simultaneously pumped in over a period of about 4 to 5 hours at a temperature of around 180° C
  2. waitThe mixture is then left
  3. customto react for 4 hours at around 180° C
  4. filtrationThe hot reaction mixture is then filtered off from the catalyst under suction, 4184 g of crude product
  5. custombeing obtained in this way
  6. distillationFractional distillation

Quellen und Nachweise

ORD-Eintrag
ord-6f9fbbd113aa49d5bf40c022f3d45332
Quelldatensatz
uspto-grants-1977_08
Patentnummer
US04045499

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