Methyl 3-chlorobenzoate synthesis
- Product Name:Methyl 3-chlorobenzoate
- CAS Number:2905-65-9
- Molecular formula:C8H7ClO2
- Molecular Weight:170.59
75-91-2
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2905-65-9
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Yield:2905-65-9 85%
Reaction Conditions:
Stage #1:tert.-butylhydroperoxide;1-chloro-3-methylbenzene in water;dimethyl sulfoxide
Stage #2: in water;dimethyl sulfoxide at 100; for 20 h;Sealed tube;
Steps:
2.2. Procedure for oxidative methyl-esterification reactionp
General procedure: The liquid phase oxidative methylesterification of various substrates was carried out in a 15 mL glass vial equipped with a magneticstirrer. In a general procedure, 1 mmol of the substrate wasadded to the reaction vial containing 3 mL of dimethyl sulfoxide(DMSO), 1 mL of distilled water and 10 mg of the catalyst. To theresulting mixture, 70% aqueous TBHP (4 mmol 12 mmol) wasadded dropwise under continuous stirring. The addition of TBHPwas exothermic. The reaction vial was sealed with a Teflon septumfitted aluminium cap and immersed in an oil bath maintained at100 C. The reaction was continued for 20 h. After the reaction,the catalyst was isolated by centrifugation and the filtrate wasmixed with 100 mL of water in a 250 mL separating funnel. Theorganic compounds were extracted from the aqueous mixtureusing ethyl acetate (50 mL 2 times). The organic portion wascombined and dried over Na2SO4 and evaporated under vacuumusing a rotator evaporator to obtain the crude product. The crudeproducts were purified by column chromatography using silicagel (100-200 mesh) and a mixture of petroleum ether and ethylacetate. The products were initially identified by GC-MS andfinally confirmed by NMR spectroscopy.
References:
Gupta, Shyam Sunder R.;Kantam, Mannepalli Lakshmi;Vinu, Ajayan [Journal of Catalysis,2020,vol. 389,p. 259 - 269]
67-56-1
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2905-65-9
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585524-80-7
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24424-99-5
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2905-65-9
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201230-82-2
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1459-93-4
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2905-65-9
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535-80-8
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