Bisphenol A → 1,1,3,3-Tetramethylindan-5-ol

HRID 442470

Reaction equation

HRID 442470 reaction equation
[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](=C)[CH3:14].OC1C=CC(C(C2C=CC(O)=CC=2)(C)C)=CC=1>>[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]

Participants

4

Reactant 3

HCID 6623Bisphenol AHCID 73934-tert-ButylphenolHCID 8255Isobutylene

Product 1

HCID 1045671,1,3,3-Tetramethylindan-5-olYield 234%

Conditions

Temperature
180 °C

Procedure

750 g (5 mol) of 4-tert.-butylphenol and 320 g of an acid-activated fuller's earth are introduced into a 10 liter autoclave and heated to 180° C. 1960 g (35 mol) of isobutylene and 3420 g (15 mol) of molten 2,2-bis-(4-hydroxyphenyl)-propane are simultaneously pumped in over a period of 4 to 5 hours at the aforementioned temperature. The mixture is then left to react with stirring for another 4 hours at 180° C. The hot reaction mixture is then filtered off from the catalyst, giving 6100 g of a crude mixture from which 2230 g (11.7 mol) of 5-hydroxy-1,1,3,3-tetramethyl indane are obtained by fractional distillation.

Workup

  1. customare simultaneously pumped in over a period of 4 to 5 hours at the aforementioned temperature
  2. waitThe mixture is then left
  3. customto react
  4. filtrationThe hot reaction mixture is then filtered off from the catalyst

Sources & evidence

ORD record
ord-b01f896225dc476aa17ee48d72344745
Source dataset
uspto-grants-1977_08
Patent number
US04045499

Linked notes

Loading…