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ChemicalBook CAS DataBase List Acetic acid, (cyclopropylamino)oxo-, ethyl ester (9CI)

Acetic acid, (cyclopropylamino)oxo-, ethyl ester (9CI) synthesis

2synthesis methods
-

Yield:722486-66-0 100%

Reaction Conditions:

with triethylamine in diethyl ether at 0 - 20; for 1 h;

Steps:

17.a

A solution of triethylamine (15.6 g, 154 mmol) and CYCLOPROPYLAMINE (4.85 ml, 70 mmol) in diethyl ether (50 ml) was added dropwise to a stirred solution of ethyloxalyl chloride (8.59 ml, 77 mmol) in diethyl ether (75 ml) at 0 °C. The reaction was allowed to warm to ambient temperature over 1 hour, was filtered and then concentrated in vacuo to yield ethyl (cyclopropylamino) (oxo) acetate as a brown oil which was used without further purification (12.5 g, quantitative yield): 'H-NMR (DMSO-d6): 8.85 (s, 1H), 4.20 (q, 2H), 2.70-2. 80 (M, 1H), 1.25 (t, 3H), 0.60-0. 70 (M, 2H), 0. 56 (M, 2H): MS (+ve ESI): 158 (M+H) +.

References:

WO2004/58782,2004,A1 Location in patent:Page 66-67

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