Carbamic acid, N-ethyl-N-(4-nitrophenyl)-, 1,1-dimethylethyl ester synthesis
- Product Name:Carbamic acid, N-ethyl-N-(4-nitrophenyl)-, 1,1-dimethylethyl ester
- CAS Number:885057-40-9
- Molecular formula:C13H18N2O4
- Molecular Weight:266.29
24424-99-5
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Yield:885057-40-9 91.5%
Reaction Conditions:
Stage #1: N-Ethyl-4-nitroanilinwith sodium hydride in N,N-dimethyl-formamide;
Stage #2: di-tert-butyl dicarbonate in N,N-dimethyl-formamide; for 2 h;
Steps:
19.A Ethyl-(4-nitro-phenyl)-carbamic acid tert-butyl ester
EXAMPLE 19A Ethyl-(4-nitro-phenyl)-carbamic acid tert-butyl ester To a solution of N-ethyl-4-nitroaniline (5.03 g, 30 mmol) in DMF (380 mL) was added sodium hydride (1.81 g, 45 mmol, 60% dispersion in mineral oil). The mixture was stirred until hydrogen evolution ceased. Di-tert-butyl-dicarbonate (9.85 g, 45 mmol) was added and the reaction was stirred for 2 hours. The mixture was extracted in ethyl acetate (250 mL) over 225 mL H2O. The organic layer was washed with water (200 mL, 3*). The titled compound 19A (7.30 g, 91.5%) was obtained as a yellow solid.
References:
US2006/89398,2006,A1 Location in patent:Page/Page column 15
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350-46-9
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100-01-6
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