ChemicalBook CAS DataBase List METHYL 2-NITROBENZOATE

METHYL 2-NITROBENZOATE synthesis

14synthesis methods

Product Name:METHYL 2-NITROBENZOATE
CAS Number:606-27-9
Molecular formula:C8H7NO4
Molecular Weight:181.15

552-16-9
371 suppliers
$10.00/10g

74-88-4
351 suppliers
$15.00/10g

606-27-9
100 suppliers
$21.00/1g

98-95-3
22 suppliers
$14.00/25g

Yield: 85 %Spectr. ， 7 %Spectr.

Reaction Conditions:

with caesium carbonate in N,N-dimethyl-formamide at 20; for 0.5 h;

Steps:

(C) Carboxylation of Aryltriethylsilanes
General procedure: To a 10 mL test tube was placed substrate 2 (0.1 mmol, 1.0 equiv), and then the test tube was evacuatedand backfilled with CO2 (balloon, x3). To the reaction tube were added 1.0 mL of DMF (0.1 M) andflame-dried CsF (60.8 mg, 0.4 mmol, 4.0 equiv). The mixture was heated at 100 °C under 1 atm of CO2(CO2 balloon) for 16 h. The reaction mixture was then cooled to room temperature and treated withCs2CO3 (39.1 mg, 0.12 mmol, 1.2 equiv) and MeI (17.0 mg, 7.5 L, 0.12 mmol, 1.2 equiv), and thenstirred at room temperature for 30 min. Water was added and extracted with ethyl acetate (10 mL x3) andthe combined organic layer was washed with water (x1) and brine (x1), and then dried over Na2SO4. Afterremoval of the solvent under reduced pressure, the yield of the corresponding ester 3 and protodesilylatedcompound were determined by 1H NMR analysis using 1,1,2,2-tetrachloroethane as an internal standardor GC.

References:

Mita, Tsuyoshi;Tanaka, Hiroyuki;Michigami, Kenichi;Sato, Yoshihiro [Synlett,2014,vol. 25,# 9,p. 1291 - 1294] Location in patent:supporting information

67-56-1 Synthesis