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ChemicalBook CAS DataBase List 4-tert-butyl-2-fluoroaniline
129373-04-2

4-tert-butyl-2-fluoroaniline synthesis

5synthesis methods
Acetamide, N-[4-(1,1-dimethylethyl)-2-fluorophenyl]-

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4-tert-butyl-2-fluoroaniline

129373-04-2
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Yield:129373-04-2 54%

Reaction Conditions:

with hydrogenchloride in ethanol;lithium hydroxide monohydrate; for 72 h;Heating / reflux;

Steps:

8b

8b) 4-tert-Butyl-2-fluoro-phenylamine N-(4-tert-Butyl-2-fluoro-phenyl)-acetamide (70 mg, 0.33 MMOL) is dissolved in EtOH (2 mL) with 1N HCl (10 ml, 0.01 mmol) and heated to reflux for 72 hr. The reaction is cooled to rt and the volatiles removed in vacuo. The remaining aqueous solution is washed 1 X 5 mL ET20, made basic with sat. NAHC03, and extracted 3 x 5mL CH2CI2. ORGANIC extracts are combined and dried over NA2SO4. VOLATILES are removed to yield 30 mg (54%) product 4-TERT-BUTYL-2-FLUORO-PHENYLAMINE AS a straw colored oil. H NMR (300 MHz, CDCl3) 5 7.00 (m, 1 H), 6.94 (m, 1 H), 6.71 (m, 1H), 3.59 (br S, 2H), 1.26 (s, 9H).

References:

WO2005/28444,2005,A1 Location in patent:Page/Page column 58