Methyl 2,3-dimethylbenzoate-

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Methyl 2,3-dimethylbenzoate- Basic information
Product Name:Methyl 2,3-dimethylbenzoate-
Synonyms:2,3-DiMethoxyMethylbenzoate;2,3-Dimethylbenzoic Acid Methyl Ester;Benzoic acid, 2,3-dimethyl-, methyl ester
CAS:15012-36-9
MF:C10H12O2
MW:164.2
EINECS:
Product Categories:
Mol File:15012-36-9.mol
Methyl 2,3-dimethylbenzoate- Structure
Methyl 2,3-dimethylbenzoate- Chemical Properties
Boiling point 233.9±9.0 °C(Predicted)
density 1.027±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
form liquid
color Yellow
Safety Information
HS Code 2916399090
MSDS Information
Methyl 2,3-dimethylbenzoate- Usage And Synthesis
Uses2,3-Dimethylbenzoic Acid Methyl Ester is a useful synthetic intermediate in the synthesis of 2,3-Dihydro-1H-isoindole-4-carboxylic Acid (D450070); a reagent used in the synthesis of aminoalkylbenzoic acid derivatives for the treatment of faintness attacks, hypokinesia, cranial disorders, neurodegenerative disorders, depression, anxiety, neuropathic pain, neuropathological disorders and sleep disorders.
Synthesis
Methanol

67-56-1

2,3-Dimethylbenzoic acid

603-79-2

Methyl 2,3-dimethylbenzoate-

15012-36-9

Step 1. Thionyl chloride (62 mL, 0.83 mol) was added slowly and dropwise to a solution of 2,3-dimethylbenzoic acid (50.2 g, 0.33 mol) in methanol (1 L), taking care to control the rate of acceleration of the dropwise addition in order to avoid intense exothermicity. The reaction mixture was heated to reflux and stirred overnight and subsequently cooled to room temperature. The solvent was removed by distillation under reduced pressure to afford methyl 2,3-dimethylbenzoate (53.3 g, 98% yield) as a yellow liquid.1H-NMR (300 MHz, CDCl3) data were as follows: δ 2.34 (s, 3H), 3.45 (s, 3H), 3.90 (s, 3H), 7.15 (t, 1H), 7.28 (d, 1H), 7.62 (d, 1H). 7.62 (d, 1H).

References[1] Patent: WO2008/53319, 2008, A1. Location in patent: Page/Page column 55
[2] Patent: WO2015/116923, 2015, A1. Location in patent: Paragraph 0503; 0505
[3] Tetrahedron, 1998, vol. 54, # 7, p. 1207 - 1220
[4] Tetrahedron Letters, 2009, vol. 50, # 49, p. 6803 - 6806
Methyl 2,3-dimethylbenzoate- Preparation Products And Raw materials
Raw materialsMethanol-->2,3-Dimethylbenzoic acid
Preparation ProductsMethyl 2-benzylisoindoline-4-carboxylate
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