| Identification | Back Directory | [Name]
methyl 3-chlorosulfonylbenzoate | [CAS]
63555-50-0 | [Synonyms]
methyl 3-chlorosulfonylbenzoate
Methyl benzoate-3-sulfonyl chloride
3-(Methoxycarbonyl)benzenesulfonyl chloride
3-(Methoxycarbonyl)benzenesulphonyl chloride
Benzoic acid,3-(chlorosulfonyl)-, Methyl ester | [Molecular Formula]
C8H7ClO4S | [MDL Number]
MFCD06408800 | [MOL File]
63555-50-0.mol | [Molecular Weight]
234.66 |
| Hazard Information | Back Directory | [Uses]
Methyl 3-(chlorosulfonyl)benzoate | [Synthesis]
General procedure for the synthesis of methyl 3-(chlorosulfonyl)benzoate from methanol and 3-chlorosulfonylbenzoyl chloride: 3-(chlorosulfonyl)benzoic acid chloride (2.4 g) was dissolved in dichloromethane (20 mL) and cooled to 0 °C. Pyridine (791 mg) and methanol (320 mg) were added sequentially under stirring. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the solvent was removed by evaporation under reduced pressure. The residue was filtered and washed with a solvent mixture of ethyl acetate and isopropyl ether. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography with hexane-ethyl acetate (9:1→4:1) as eluent to afford the target compound methyl 3-(chlorosulfonyl)benzoate (2.17 g, 92% yield) as colorless oil. The structure of the product was confirmed by 1H-NMR (CDCl3): δ 3.99 (3H, s), 7.74 (1H, t, J=8.1 Hz), 8.21-8.24 (1H, m), 8.39-8.43 (1H, m), 8.69-8.70 (1H, m). | [References]
[1] Patent: EP1728793, 2006, A1. Location in patent: Page/Page column 127
[2] Patent: WO2006/36024, 2006, A1. Location in patent: Page/Page column 156
[3] Patent: EP2336107, 2015, B1. Location in patent: Paragraph 0296
[4] Recueil des Travaux Chimiques des Pays-Bas, 1921, vol. 40, p. 726
[5] Patent: WO2007/23186, 2007, A1. Location in patent: Page/Page column 49 |
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