methyl 2-(4-chloro-2-nitrophenoxy)benzoate synthesis
- Product Name:methyl 2-(4-chloro-2-nitrophenoxy)benzoate
- CAS Number:858670-83-4
- Molecular formula:C14H10ClNO5
- Molecular Weight:307.69
Yield:858670-83-4 99%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 60; for 3 h;
Steps:
16
Methyl 2-(4-chloro-2-nitrophenoxy)benzoate
To a solution of 4-chloro-1-fluoro-2-nitrobenzene (588 mg, 3.35 mmol) in DMF (10 ml) was added methyl 2-hydroxybenzoate (509 mg, 3.35 mmol) and K2CO3 (2.31 g, 16.75 mmol) and the reaction was stirred at 60° C. for 3 hours, diluted with H2O, and the resulting solution was extracted with EtOAc and washed with brine, dried over Na2SO4 and concentrated in vacuo, followed by MPLC purification to yield Intermediate 7
as yellow oil (1.0 g, 99%).
1H NMR (600 MHz, CD3OD) δ 8.03 (d, J=2.35 Hz, 1H), 8.00 (dd, J=1.61, 7.78 Hz, 1H), 7.62-7.70 (m, 1H), 7.54 (dd, J=2.64, 9.10 Hz, 1H), 7.39 (td, J=1.17, 7.63 Hz, 1H), 7.20 (dd, J=0.88, 8.22 Hz, 1H), 6.84 (d, J=9.10 Hz, 1H), 3.74 (s, 3H).
References:
US2013/231338,2013,A1 Location in patent:Paragraph 0329; 0330; 0331
