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ChemicalBook CAS DataBase List 4-Bromoaniline
106-40-1

4-Bromoaniline synthesis

15synthesis methods
4-bromoaniline can be made by reacting aniline with bromine with a protection with acetyl chloride.
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Yield:106-40-1 100%

Reaction Conditions:

with water;oxalic acid;titanium(IV) oxide for 3 h;Irradiation;Inert atmosphere;Sealed tube;Green chemistry;chemoselective reaction;Wavelength;

Steps:



General procedure: Nitro compounds (0.1 mmol under sunlight and 0.5 mmol under UV LED irradiation) were dissolved in PEG-400 (1.5 ml) and then 10 ml of water was added to the solution; commercial TiO2 (P25) (40 mg) and oxalic acid (1.5 equimolar) were added into a round bottom Pyrex flask (25 ml). The reaction mixture was degassed by Argon gas (20 min) and sealed with a septum. Afterwards, the flask was irradiated under stirring with sunlight or violet LED (see the data in Table 2). After the completion of the reaction according to GC monitoring, NaHCO3 was added to increase pH = 7 and the mixture was stirred at room temperature. The aqueous layer was extracted with EtOAc (2x10 ml). The organic layer was dried with sodium sulfate, filtered and evaporated in vacuum.

References:

Ramdar, Moosa;Kazemi, Foad;Kaboudin, Babak [Chemical Papers,2017,vol. 71,# 6,p. 1155 - 1163]

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