Acetone → Phenol

HRID 444014Notes

Reaction equation

[CH:1]1[CH:6]=[CH:5][C:4]([O-:7])=[CH:3][CH:2]=1.[Na+].[CH3:9][C:10]([CH3:12])=O>>[C:4]1([OH:7])[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1.[C:4]1([CH:10]([CH3:12])[CH3:9])[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

Participants

Reactant 2

HCID 180Acetone

HCID 4445035Phenolate Sodium

Product 2

HCID 996Phenol

HCID 7406Cumene

Procedure

One of the more specific embodiments of this invention concerns a process for the direct neutralization of a reaction mixture resulting from the sulfuric acid cleavage of cumene hydroperoxide which comprises the steps of (a) contacting the cleavage reaction mixture with sodium phenate and forming a neutralized reaction mixture comprising phenol, acetone, cumene and a sodium sulfate salt of neutralization; (b) charging the sodium sulfate-containing reaction mixture to the mixing stage of a first mixer-settler means and admixing the same therein at a temperature of from about 95° to about 120° F. and at a pH of from about 2 to about 4 with a sodium sulfate-containing aqueous phase charged to mixing stage in accordance with step (g); (c) separating an organic phase and an aqueous phase in the settling stage of said first mixer-settler means at said conditions of temperature and pH; (d) charging the organic phase from the settling stage of said first mixer-settler means to the mixing stage of a second mixer-settler means and effecting a progressive decrease in the sodium sulfate concentration of said organic phase at a temperature of from about 95° to about 120° F. and at a pH of from about 2 to about 4 in contact with an aqueous phase charged to said mixing stage in accordance with step (e); (e) charging a substantially salt-free water stream to the mixing stage of said second mixer-settler means and admixing the same therein with the organic phase charged to said mixing stage in accordance with step (d); (f) separating an organic phase and an aqueous phase in the settling stage of said second mixer-settler means at said conditions of temperature and pH; (g) charging said aqueous phase from the settling stage of said second mixer-settler means to the mixing stage of said first mixer-settler means and effecting a progressive increase in the salt concentration of said aqueous phase in contact with said cleavage reaction mixture charged to said mixing stage in accordance with step (b); (h) discharging the resulting sodium sulfate-containing aqueous phase from the settling stage of said first mixer-settler means substantially free of said organic phase; and (i) recovering an organic phase comprising phenol, acetone and cumene from the settling stage of said second mixer-settler means substantially free of sodium sulfate.

Sources & evidence

ORD record: ord-2b60fd7ab830446699e298381acde303
Source dataset: uspto-grants-1981_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04262151

Reaction notes

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