Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Cyano-3-methylphenylsulfur pentafluoride | HCID 58720988 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15965627 | HCID 15965627 | 93% |
Reaction Steps
A mixture of 4-cyano-3-methylphenylsulfur pentafluoride (41.2 g, 169.4 g), NaOH (20.4 g, 510 mmol) and water (60 ml) in ethylene glycol (160 ml) was heated to 130° C. and stirred at this temperature for 4 h. It was then cooled to room temperature and diluted with MTB (150 ml) and water (250 ml), and the mixture was filtered with suction. The phases of the filtrate were separated, and the aqueous phase was acidified with concentrated aqueous HCl solution, and the precipitated solid was filtered off with suction. 41.1 g (93%) of 2-methyl-4-pentafluorosulfuranylbenzoic acid were obtained as colorless crystals, m.p. 138-139° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07317124B2 |
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| Source dataset | uspto-grants-2008_01 |
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| ORD ID | ord-cdfc7add121f4811bc424537bb17c813 |
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| Source note | uspto-grants-2008_01 |
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