Benzeneacetic acid, 2,4-dimethoxy-α-oxo- synthesis
- Product Name:Benzeneacetic acid, 2,4-dimethoxy-α-oxo-
- CAS Number:26767-17-9
- Molecular formula:C10H10O5
- Molecular Weight:210.19
6592-19-4
16 suppliers
$146.66/0.25g
26767-17-9
1 suppliers
inquiry
Yield:26767-17-9 79%
Reaction Conditions:
with sodium hydroxide in ethanol;water at 20; for 0.25 h;
Steps:
2-(2,4-Dimethoxyphenyl)-2-oxoacetic Acid
To a solution of ethyl 2-(2,4-dimethoxyphenyl)-2-oxoacetate (1.0 g, 4.2 mmol) in EtOH (50 mL) was added 2 M aq NaOH (14 mL). The mixture was stirred for 15 min at r.t. and the pH was brought to 1 with 10% HCl. The product was extracted with CH2Cl2 (3 × 25mL), dried (MgSO4), and the solvent was evaporated. Filtration (silica gel, acetone) gave pure product (0.69 g, 79%) as a beige solid; Rf = 0.4 (n-pentane-acetone, 1:1). IR (ATR): 2987, 2945, 2845, 1708, 1649, 1591, 1469, 1422, 1341, 1310, 1282, 1248, 1210, 1106, 1017, 981, 898, 833, 773, 736, 696, 671 cm-1. 1H NMR (600 MHz, CDCl3): δ = 3.90 (s, 6 H, OCH3), 6.46 (d, J = 1.8 Hz, 1 H, CHAr), 6.62 (dd, J = 1.8, 8.4 Hz, 1 H, CHAr), 7.98 (d, J = 8.4 Hz, 1 H, CHAr). 13C NMR (150 MHz, CDCl3): δ = 55.8 (CH3), 56.1 (CH3), 98.3 (CHAr), 106.9 (CHAr), 115.3 (C), 133.3 (CHAr), 162.7 (C), 167.1 (C), 167.1 (COOH), 183.7 (CO). Anal. Calcd for C10H10O5: C, 57.14; H, 4.80. Found: C, 57.16; H, 5.09.
References:
Joie, Celine;Deckers, Kristina;Enders, Dieter [Synthesis,2014,vol. 46,# 6,art. no. SS-2013-Z0800-OP,p. 799 - 808]
829-20-9
245 suppliers
$10.00/5g
26767-17-9
1 suppliers
inquiry
40243-84-3
4 suppliers
inquiry
26767-17-9
1 suppliers
inquiry
151-10-0
467 suppliers
$5.00/10g
26767-17-9
1 suppliers
inquiry
