Ethyl 2-chloro-5-methylbenzoate synthesis
- Product Name:Ethyl 2-chloro-5-methylbenzoate
- CAS Number:945262-03-3
- Molecular formula:C10H11ClO2
- Molecular Weight:198.65
Yield:945262-03-3 96%
Reaction Conditions:
Stage #1: ethanol;2-chloro-5-methyl-benzoic acidwith sulfuric acid in water; for 20 h;Heating / reflux;
Stage #2: with sodium hydroxide;water
Steps:
10
Intermediate 10; Ethyl 2-chloro-5-methylbenzoateTo a solution of 2-chloro-5-methylbenzoic acid (7.62 mmol, 1.30 g) in ethanol (16 ml), H2SO4 (35 mmol, 1.82 ml) was added and the mixture was refluxed for 20 hours. The solvent was evaporated and the crude residue was dissolved in water. The solution neutralised with 6N NaOH aqueous solution and extracted with CHCI3. The organic phase was evaporated affording 1.46 g (yield 96%) of the expected product.1H NMR (300 MHz, CDCI3) δ ppm: 1.41 (t, 3H), 2.35 (s, 3H)1 4.40 (q, 2H), 7.21 (d, 1 H), 7.32 (d, 1 H), 7.61 (s, 1 H). ESI/MS (m/e, %): 199 [(M+1)+, 100].
References:
WO2009/21696,2009,A1 Location in patent:Page/Page column 47
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