Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Benzoyl chloride, 3-bromo- | HCID 74377 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | Ethyl 8-oxo-8-phenyloctanoate | HCID 10934282 | — |
| Reactant | ETHYL 8-(4-BROMOPHENYL)-8-OXOOCTANOATE | HCID 11024292 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 58982138 | HCID 58982138 | 35% |
Reaction Steps
Following the procedure described in Example 18, step 1, 2, but substituting respectively 3-bromobenzoyl chloride for benzoyl chloride, the resulting ester was substituted for 49d in Example 67, step 1. Then, following the procedure described in Example 18, step 3, but substituting the final ester for ester 49a, the resulting acid was substituted in Example 14, step 3, using 1.1 equivalent of NH2OH.HCl and triethylamine each, to afford the title compound 131 in 35% yield. 1H NMR (300 MHz, CDCl3): δ 8.13 (s, 1H), 7.88-7.30 (m, 8H), 2.96 (br t, 2H), 2.17 (m, 2H), 1.77-1.58 (m, 4H), 1.35 (m, 4H). 13C NMR (75 MHz, CDCl3) δ623.93, 25.12, 28.71(2), 32.73, 38.48, 126.61, 126.88, 127.08, 127.72, 128.85, 128.99, 131.58, 137.30, 140.06, 141.57, 171.82, 200.75.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07288567B2 |
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| Source dataset | uspto-grants-2007_10 |
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| ORD ID | ord-29d2ab9e06184fec8090fe2e5950ff90 |
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| Source note | uspto-grants-2007_10 |
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