Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 88876337 | HCID 88876337 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 88876334 | HCID 88876334 | 100% |
Reaction Steps
To a 0° C. solution of (E)-6′-bromospiro[cyclopropane-1,1′-inden]-3′(2′H)-one oxime (500 mg, 1.98 mmol) in THF (5 mL) was added triethylamine (332 μL, 2.38 mmol) followed by slow addition of MsCl (170 μL, 2.18 mmol). The reaction was stirred 10 minutes at 0° C. then concentrated. The residue was triturated from methanol (5 mL) to afford (E)-6′-bromospiro[cyclopropane-1,1′-inden]-3′(2′H)-one O-methylsulfonyl oxime (653 mg, 100% yield) as a white solid after drying under high vacuum. 1H NMR (300 MHz, CHLOROFORM-d) δ ppm 7.64 (d, J=8.4 Hz, 1H), 7.42 (dd, J=8.3, 1.6 Hz, 1H), 6.98 (d, J=1.5 Hz, 1H), 3.26 (s, 3H), 3.15 (s, 2H), 1.06-1.42 (m, 4H); MS (EI) m/z=331.2 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08440652B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-095bbec24b924cbfba0a42e5bc5c5681 |
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| Source note | uspto-grants-2013_05 |
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