Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 73649701 | HCID 73649701 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 131720457 | HCID 131720457 | 81.1% |
Reaction Steps
A mixture of bis(4-(2-quinolylmethoxy)phenyl)methyloximinoacetic acid (570 mg, 1.00 mmol), prepared as in step 1, ethanol (7 mL), dry THF (3 mL), and 1N NaOH (1.10 mL, 1.10 mmol) was stirred for 1 hour. The reaction mixture was diluted with water and the aqueous phase was washed with hexane and concentrated in vacuo. The resulting solid was collected by filtration to provide bis(4-(2-quinolylmethoxy)phenyl)methyloximinoacetic acid sodium salt (0.48 g, 81%): 1H NMR (300 MHz, DMSO-d6)δ4.18 (s, 2H), 5.38 (s, 2H), 5.42 (s, 2H), 7.05 (d, 2H, J=8.8 Hz), 7.10 (d, 2H, J=8.8 Hz), 7.29 (d, 2H, J=8.8 Hz), 7.29 (d, 2H, J=8.8 Hz), 7.57 (d, 2H, J=8.8 Hz), 7.62 (m, 2H), 7.69 (m, 2H), 7.79 (m, 2H), 8.02 (m, 2H), 8.43 (m, 2H); MS (FAB+) m/z: 592 (M+H)+. Anal. Calcd. for C33 H26N3O5Na: C, 69.83; H, 4.61; N, 7.40. Found: C, 68.77; H, 4.29; N, 6.74.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05714488 |
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| Source dataset | uspto-grants-1998_02 |
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| ORD ID | ord-a85b977af62a4120bd0745d598407715 |
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| Source note | uspto-grants-1998_02 |
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