Bisphenol A → 5-Hydroxy-1,1,3-trimethyl-3-neopentyl indane

HRID 442467Notes

Reaction equation

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2C=CC(O)=CC=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[CH3:18][C:19]([CH2:21][C:22]([CH3:25])([CH3:24])[CH3:23])=C>>[OH:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][CH:7]=1)[C:8]([CH3:10])([CH3:9])[CH2:11][C:19]2([CH3:18])[CH2:21][C:22]([CH3:25])([CH3:24])[CH3:23]

Participants

Reactant 2

HCID 6623Bisphenol A

HCID 78682,4,4-Trimethyl-1-pentene

Product 1

HCID 544215735-Hydroxy-1,1,3-trimethyl-3-neopentyl indane

Procedure

57 g (0.25 mol) of 2,2-bis-(4-hydroxyphenyl)-propane, 10 g of an acid-activated fuller's earth and 84 g (0.75 mol) of diisobutylene are stirred in an autoclave for 8 hours at around 150° C. The catalyst is then filtered off and the reaction mixture subjected to fractional distillation, giving 25.2 g (44% of the theoretical) of 5-hydroxy-1,1,3-trimethyl-3-neopentyl indane.

Workup

filtrationThe catalyst is then filtered off
distillationthe reaction mixture subjected to fractional distillation

Sources & evidence

ORD record: ord-bd237017f6554649b012033315c4fdff
Source dataset: uspto-grants-1977_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04045499

Reaction notes

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