Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 58198649 | HCID 58198649 | — |
| Catalyst | 18-Crown-6 | HCID 28557 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 58198500 | HCID 58198500 | 163% |
Reaction Steps
To a mixture of 1.69 g (5.69 mmol) of (4-trifluoromethyl-benzenesulfonyl)-acetic acid ethyl ester (prepared according step 1 and 2 of Method A), 1.59 g (11.5 mmol) of potassium carbonate, 100 mg 18-crown-6 and 100 mg tetrabutylammonium bromide in acetone (40 mL) were added 0.49 mL (5.69 mmol) of 1,2-dibromoethane. The reaction was heated in a sealed tube to 65° C. for 18 h. The mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica, eluent heptanes, 0-20% ethyl acetate) to afford 2.99 g of 1-(4-trifluoromethyl-benzenesulfonyl)-cyclopropanecarboxylic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299111B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-6b92b6b72e0046edb18793b913661b02 |
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| Source note | uspto-grants-2012_10 |
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