M-Cresol → 3-Methyl-4-nitrophenol
Reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH:5]1[C:10]([OH:11])=[CH:9][CH:8]=[CH:7][C:6]=1[CH3:12]>O>[N+:1]([C:7]1[C:6]([CH3:12])=[CH:5][C:10]([OH:11])=[CH:9][CH:8]=1)([O-:4])=[O:2]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A reaction apparatus with a stirrer was charged with 84 ml of 99% nitric acid and 540 ml water, and the mixture was cooled to 0° C. Thereafter, at one and the same time, 54 g of m-cresol and 53 g of liquid N2O3 were added. The temperature was kept through cooling the whole time below 5° C. After the addition of m-cresol and N2O3 had been completed, the stirring was continued for 1 hour, the temperature then being kept at approx. 0° C. Thereafter the temperature was allowed to rise to approx. 30° C., and at that temperature the stirring was continued for 2 hours. The reaction mixture was thereafter cooled to 0° C. and a solid product was then precipitated. This solid product was then filtered off, washed with water and dried. In this way, 70 g of raw p-nitro-m-cresol with a melting point of 118°-122° C. was obtained.
Workup
- temperaturethrough cooling the whole time below 5° C
- customthen being kept at approx. 0° C
- customto rise to approx. 30° C.
- waitat that temperature the stirring was continued for 2 hours
- temperatureThe reaction mixture was thereafter cooled to 0° C.
- customa solid product was then precipitated
- filtrationThis solid product was then filtered off
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-89e632d7f70b4e8b97d740dc6c18e67f
- Source dataset
- uspto-grants-1980_10
- Patent number
- US04229595
Reaction notes
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