| Identification | Back Directory | [Name]
Methyl 2,3-dimethylbenzoate- | [CAS]
15012-36-9 | [Synonyms]
2,3-DiMethoxyMethylbenzoate
2,3-Dimethylbenzoic Acid Methyl Ester
Benzoic acid, 2,3-dimethyl-, methyl ester | [Molecular Formula]
C10H12O2 | [MDL Number]
MFCD06203773 | [MOL File]
15012-36-9.mol | [Molecular Weight]
164.2 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [Uses]
2,3-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]
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 |
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