Cumene → 2-nitropropan-2-ylbenzene
Reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[N:10]([O:12]C(C)(C)C)=[O:11].ON1C(=O)C2=CC=CC=C2C1=O.C(C1C=CC=CC=1)(C)=C.OC(C1C=CC=CC=1)(C)C>C(O)(=O)C>[CH3:2][C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([N+:10]([O-:12])=[O:11])[CH3:3]Participants
7
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
Isopropylbenzene (1 ml), t-butyl nitrite (1 mmol), N-hydroxyphthalimide (0.2 mmol), and acetic acid (1 ml) were placed in a flask and were stirred at 80° C. in an atmosphere of argon gas (1 atm=0.101 MPa) for 20 hours. The resulting reaction mixture was analyzed to find that isopropenylbenzene, (1-hydroxy-1-methylethyl)benzene, and (1-methyl-1-nitroethyl)benzene were formed in yields of 60%, 6%, and 7%, respectively.
Workup
- customThe resulting reaction mixture
Sources & evidence
- ORD record
- ord-43711ed7d8774679a6e128354179873a
- Source dataset
- uspto-grants-2004_07
- Patent number
- US06768023B2
Reaction notes
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