Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 72948622 | HCID 72948622 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 72948623 | HCID 72948623 | 85.3% |
Reaction Steps
A solution of hydrochloric acid (2.0 M in diethyl ether, 0.40 mL, 0.82 mmol, 1.0 eq.) was added dropwise to a stirred suspension of 2-(quinolin-2-ylethynyl)phenol (200 mg, 0.82 mmol, 1.0 eq.) in dry diethyl ether (10 mL). The mixture was stirred at r.t. for 30 min and was filtered. The solids were washed with diethyl ether (3×5 mL) and were dried under reduced pressure yielding the product (197 mg, 85% yield) as a bright yellow solid; 1H NMR (400 MHz, DMSO-d6) δ 6.89 (t, J=7.5 Hz, 1H, Ar), 7.03 (d, J=8.0 Hz, 1H, Ar), 7.33 (t, J=8.0 Hz, 1H, Ar), 7.54 (d, J=7.5 Hz, 1H, Ar), 7.71 (t, J=7.5 Hz, 1H, Ar), 7.81 (d, J=8.5 Hz, 1H, Ar), 7.90 (t, J=7.0 Hz, 1H, Ar), 8.09 (d, J=8.0 Hz, 1H, Ar), 8.10 (d, J=8.0 Hz, 1H, Ar), 8.59 (d, J=8.5 Hz, 1H, Ar), 10.42 (br s, 1H, OH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388138B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-946794ef7ebb4e99a1644fcbf201544b |
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| Source note | uspto-grants-2016_07 |
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