Ammonia → 2,4,6-Cycloheptatrien-1-one, 2-amino-7-bromo-
Reaction equation
[Br:1][C:2]1[C:8](=[O:9])[C:7](OC)=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH3:12]>CO>[NH2:12][C:7]1[C:8](=[O:9])[C:2]([Br:1])=[CH:3][CH:4]=[CH:5][CH:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A solution of 7-bromo-2-methoxy-2,4,6-cycloheptatrien-1-one [1.0 g, described by T. Nozol et al., Proc. Japan Acad., 27, 556-60 (1951), (CA 46, 7560c)] in methanol (30 ml) is cooled to -20° C. and saturated with gaseous ammonia. The reaction mixture is heated in a pressure bottle at 80° C. for four hours and cooled to -70° C. The bottle is opened and the solvent is removed under reduced pressure. The residue is boiled with ethyl acetate and the ethyl acetate extract is evaporated to give 2-amino-7-bromo-2,4,6-cycloheptatrien-1-one.
Workup
- temperaturecooled to -70° C
- customthe solvent is removed under reduced pressure
- extractionthe ethyl acetate extract
- customis evaporated
Sources & evidence
- ORD record
- ord-40620e5aea5d4061bacb08c1ad20e574
- Source dataset
- uspto-grants-1980_01
- Patent number
- US04183955
Reaction notes
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