Acetone → Bisphenol A

HRID 1761797Notes

Reaction equation

HRID 1761797 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[OH2:18].CC(C)=[O:21]>>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:11]2[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=2)([CH3:10])[CH3:9])=[CH:6][CH:7]=1.[CH3:10][C:8]([C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=1)([CH3:9])[C:11]([OH:21])=[O:18]

Participants

5

Reactant 3

HCID 180Acetone2×HCID 962WaterHCID 6623Bisphenol A2×

Product 2

HCID 6623Bisphenol AYield 98%HCID 148758362-(4-Hydroxyphenyl)-2-methylpropanoic acid

Procedure

A solution of 28.5 g Bisphenol-A (IX) (0.12 moles) and 36.4 g acetone (0.63 moles) is pumped into a CO pressurized reactor containing 92 g HF (4.6 moles) and 10 g H2O (0.56 moles). At a starting pressure of 1530 psig and 72°-75° C., the (IX) and acetone reactants are pumped in 64 minutes to a final pressure of 1760 psig. After a total reaction time of 293 minutes, maintaining pressures of 1930-2210 psig, a 98% (IX) conversion yields 20.3 g or 44% selectivity to (I).

Workup

  1. temperatureAfter a total reaction time of 293 minutes, maintaining pressures of 1930-2210 psig

Sources & evidence

ORD record
ord-e1acb329653c468a818bc7bfd3f2bd18
Source dataset
uspto-grants-1989_05
Patent number
US04827845

Reaction notes

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