Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59739544 | HCID 59739544 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59739554 | HCID 59739554 | 36% |
Reaction Steps
3-[1-(2,6-Difluoro-phenyl)-ethenesulfonyl]-5,5-dimethyl-4,5-dihydroisoxazole (prepared according to Example P12) (purity 80%) (0.2 g, 0.53 mmol) and a catalytic amount of triethylbenzylammonium chloride were dissolved in chloroform (1 ml). A solution of sodium hydroxide (0.64 g, 16 mmol) in water (1 ml) was added dropwise. After stirring for 1.5 hours at room temperature the mixture was diluted with water and extracted several times with chloroform. The combined organic phases were washed with water, dried over magnesium sulfate and concentrated. The crude product was purified by chromatography on silica gel (eluent: ethyl acetate/hexane) to give the product (Compound No. 1.45 of Table 27) as a light brown gum that slowly solidified (74 mg, 36% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680290B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-d990b7846b2b4f10aeb7c3e87000fb11 |
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| Source note | uspto-grants-2014_03 |
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