![](/CAS/GIF/528882-15-7.gif)
tert-Butyl methyl(3-nitrophenyl)carbamate synthesis
- Product Name:tert-Butyl methyl(3-nitrophenyl)carbamate
- CAS Number:528882-15-7
- Molecular formula:C12H16N2O4
- Molecular Weight:252.27
Yield:528882-15-7 100%
Reaction Conditions:
Stage #1: tert-butyl (3-nitrophenyl)carbamatewith sodium hydride in N,N-dimethyl-formamide;mineral oil at 0; for 0.5 h;
Stage #2: methyl iodide in N,N-dimethyl-formamide;mineral oil at 20; for 2 h;
Steps:
7
To a suspension of NaH (60% dispersion in mineral oil, 2.1 g, 41.8 mmol) in DMF (80 mL) at 0° C. was added a solution of tert-butyl 3-nitrophenylcarbamate (18) (8.3 g, 34.9 mmol) in DMF (50 mL).The mixture was stirred at 0° C. for 0.5 hour before CH3I (4.9 mL, 52.35 mmol) was added dropwise.The reaction mixture was stirred at room temperature for 2 hours, diluted with water (200 mL), and extracted with DCM (60 mL*3).The combined organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo to afford tert-butyl methyl(3-nitrophenyl)carbamate (19) 8.8 g as yellow solid (yield 100%). LC-MS (ESI): m/z (M+1) 253.
References:
US2013/197014,2013,A1 Location in patent:Paragraph 0715; 0717
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