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ChemicalBook CAS DataBase List Tetramethylammonium acetate
10581-12-1

Tetramethylammonium acetate synthesis

3synthesis methods
Tetramethylammonium hydroxide

75-59-2

Acetic acid

64-19-7

Tetramethylammonium acetate

10581-12-1

General procedure for the synthesis of tetramethylammonium acetate from tetramethylammonium hydroxide and glacial acetic acid: 247 mg (4.11 mmol) of glacial acetic acid and 1.50 g (4.11 mmol) of tetramethylammonium hydroxide (25% wt. of methanol solution) were dissolved in 10 mL of methanol. The reaction mixture was stirred at 40°C for 4 hours. Upon completion of the reaction, the reaction solution was filtered and the solvent was subsequently removed using a rotary evaporator to give a viscous oil which gradually solidified. The residual trace solvent was removed under high vacuum to give a white solid product. The white solid was washed with ether and subsequently dried under vacuum to give 480 mg of white solid tetramethylammonium acetate in 87.6% yield.

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Yield:10581-12-1 87.6%

Reaction Conditions:

in methanol at 40; for 4 h;

Steps:


[NMe4][Acetate] [12]; Used in CORM-349This is commercially available, but earliest reference found in [12].247 mg (4.11 mmol) of acetic acid and 1.50 g (4.11 mmol) of [NMe4][OH] (25 wt. % soln. in MeOH) were stirred in 10 ml of methanol for 4 hrs at 40° C. Following this, the solution was filtered and then the solvent removed on rotary evaporator to give a viscous oil, in which solid was starting to form. The last traces of solvent were removed under high vacuum to leave a white solid, which was washed with ether and then dried under vacuum.480 mg of a white solid were produced. Yield was 87.6%.

References:

Motterlini, Roberto Angelo;Mann, Brian Ernest;Scapens, David Alistair US2010/105770, 2010, A1 Location in patent:Page/Page column 12

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