methyl [(4-methylphenyl)carbamoyl]formate synthesis

7synthesis methods

Product Name:methyl [(4-methylphenyl)carbamoyl]formate
CAS Number:80945-63-7
Molecular formula:C10H11NO3
Molecular Weight:193.2

2-Butenedioic acid, 2-[(4-methylphenyl)amino]-, 1,4-dimethyl ester

87748-33-2
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methyl [(4-methylphenyl)carbamoyl]formate

80945-63-7
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Yield:80945-63-7 92%

Reaction Conditions:

with tert.-butylhydroperoxide in water;chlorobenzene at 80; for 2 h;

Steps:

Methyl N-phenyloxamate (2a); Typical Procedure

General procedure: In a round-bottomed flask, a mixture of dimethyl 2-(phenylamino)maleate (1a; 0.094 g, 0.4 mmol), 70% aq TBHP (0.131 g, 1mmol), and PhCl (1 mL) was heated in an oil bath at 80 °C for 2h. When the reaction was complete (TLC), the mixture wascooled to r.t. and the reaction was quenched with sat. aq Na2SO3(1 mL). The mixture was extracted with EtOAc, and the organicphase was dried (Na2SO4), filtered, and concentrated underreduced pressure. The residue was purified by column chromatography[silica gel, hexane-EtOAc (8:1)] to give a white solid;yield: 0.063 g (88%);

References:

Adib, Mehdi;Pashazadeh, Rahim;Gohari, Seyed Jamal Adin;Shahsavari, Fatemeh [Synlett,2017,vol. 28,# 12,p. 1481 - 1485] Location in patent:supporting information

5781-53-3 Synthesis