Dimethyl dicarbonate → Phenol
Reaction equation
[C:1]1(C(C)C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O-]O.[C:12]1([CH:18]([CH3:20])[CH3:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C[O:22]C(OC(OC)=O)=O>CC(C)=O>[C:1]1([OH:22])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:20][C:18]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[CH2:19]Participants
Reactant 3
Product 2
Reagents, catalysts & solvents 1
Procedure
It has been discovered that when a cumene oxidation product mixture containing cumene hydroperoxide (CHP) and DMPC is decomposed to produce phenol, acetone and alpha-methyl styrene by passing the cumene oxidation product mixture into a decomposing vessel containing indirect heat exchange surfaces wherein the cumene oxidation product mixture and an incoming circulating stream comprising cumene hydroperoxide, phenol, acetone and an acid catalyst are admixed, reacted and cooled by passage around the indirect heat exchange surfaces and then circulating a cooled stream comprising unreacted cumene hydroperoxide, phenol and acetone from the decomposing vessel to provide the circulating stream referred to hereinabove, an improved yield of alpha-methyl styrene is realized. A net reacted stream preferably comprising a cumene hydroperoxide concentration from about 0.5 to about 5 weight percent is removed from the circulating stream and recovered. The cumene oxidation product mixture is the result of cumene oxidation with oxygen and preferably comprises a cumene hydroperoxide concentration from about 60 to about 95 weight percent. The ratio of the flow rate of the cumene oxidation product mixture to the flow rate of the circulating stream is preferably from about 1:10 to about 1:100 in the decomposing vessel. In accordance with the present invention, a suitable and preferred acid catalyst is sulfuric acid.
Sources & evidence
- ORD record
- ord-206cc2947f014d53b1427b7e5532e98f
- Source dataset
- uspto-grants-2006_11
- Patent number
- US07141700B1
Reaction notes
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