ChemicalBook CAS DataBase List 2-Bromo-4-tert-butylaniline

2-Bromo-4-tert-butylaniline synthesis

4synthesis methods

Product Name:2-Bromo-4-tert-butylaniline
CAS Number:103273-01-4
Molecular formula:C10H14BrN
Molecular Weight:228.13

4-(tert-butyl)aniline (50.0 g, 335.1 mmol), dissolved in 1.1 L of acetonitrile, was added to a flask. After cooling the mixture to 0 ℃, NBS (59.6 g, 335.1 mmol) was added and the temperature was raised to room temperature for 12 hours. After that, water (800 mL) was added, extracted with dichloromethane, and the solvent was concentrated under reduced pressure. The dichloromethane (700 mL) was added to the mixture, washed with 400 mL of 2N NaOH, filtered through a silica pad, and the solvent was concentrated under reduced pressure to obtain 2-Bromo-4-tert-butylaniline.

769-92-6 Synthesis

769-92-6
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103273-01-4
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$8.00/1g

Yield:103273-01-4 98%

Reaction Conditions:

with N-Bromosuccinimide in acetonitrile at 20; for 24 h;

Steps:

7 Synthesis of intermediate 21
35.0 g (201.03 mmol) of NBS was slowly added dropwise to a solution of 30.0 g (201.03 mmol) of 4-tert-butyl aniline in 670 mL of acetonitrile, and the mixture was stirred at room temperature for 24 hours. After completion of the reaction, water was added thereto, followed by extraction with dichloromethane (DCM). The extracted organic layer was washed once with saturated brine and then distilled under reduced pressure. The residue was purified by column chromatography (CHCl3) to obtain 45.0 g (yield: 98.0%) of a yellow liquid compound (Intermediate (21)).

References:

Samsung Display Co., Ltd.;Raepto Co., Ltd.;Cho Hwan-hui;Bae Seong-su;Oh Yu-jin;Kim Gyu-ri;Jeong Hye-in;Han Gap-jong;Kim Nam-ho;Kim Hye-jeong KR2019/25788, 2019, A Location in patent:Paragraph 0157-0160

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