ChemicalBook CAS DataBase List CHLOROMETHYL (4-NITROPHENYL) CARBONATE

CHLOROMETHYL (4-NITROPHENYL) CARBONATE synthesis

3synthesis methods

Product Name:CHLOROMETHYL (4-NITROPHENYL) CARBONATE
CAS Number:50780-50-2
Molecular formula:C8H6ClNO5
Molecular Weight:231.59

100-02-7 Synthesis

100-02-7
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22128-62-7
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50780-50-2
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Yield:50780-50-2 95%

Reaction Conditions:

with triethylamine in tetrahydrofuran at 20; for 1 h;

Steps:

1.A

p-Nitrophenol (100 g, 0.72 moles) was dissolved in anhydrous tetrahydrofuran (3 L) and stirred vigorously. To this solution was added chloromethyl chloroformate (70 mL, 0.79 moles) at room temperature followed by triethylamine (110 mL). After stirring for 1 hour, the reaction mixture was filtered and the filtrate was concentrated and then diluted with ethyl acetate (1 L). The organic solution was washed with 10% potassium carbonate (3×500 mL) and 1N HCl (2×300 mL), brine (2×300 mL) and dried over anhydrous sodium sulfate. Removal of the solvent gave 157 g (95%) of the title compound (52) as a solid. The compound was unstable to LC-MS. ¹H NMR (CDCl₃, 400 MHz): 5.86 (s, 2H), 7.44 (d, J=9 Hz, 2H), 8.33 (d, J=9 Hz, 2H).

References:

US2006/229361,2006,A1 Location in patent:Page/Page column 36

100-02-7 Synthesis

100-02-7
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144-55-8 Synthesis