Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylparaben | HCID 8434 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18537536 | HCID 18537536 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59926127 | HCID 59926127 | 94% |
Reaction Steps
(Scheme 2 (H)) To a solution of 1-(3-Bromo-propyl)-2-methyl-4,5-diphenyl-1H-imidazole (0.80 g, 2.2 mmol) and ethyl 4-hydroxybenzoate (1.20 g, 7.2 mmol) in DMF (30 mL) was added K2CO3 (0.40 g, 2.9 mmol). The resulting mixture was stirred at 55° C. for 1 hour, quenched by addition of water, extracted by EtOAc, washed by water, and then was dried over MgSO4. After filtration and concentration in vacuo, the residue was purified by flash chromatography (SiO2: EtOAc/Hexanes). This compound was obtained as a pale yellow gum (0.92 g, 2.0 mmol, 94% yield): 1H NMR (DMSO): δ1.32 (t, 3H), 1.85 (m, 2H), 2.402 (s, 3H), 3.87 (m, 4H), 4.28 (q, 2H), 6.89 (d, J=8.82 Hz, 2H), 7.143 (m, 3H), 7.36 (m, 4H), 7.46 (m, 3H), 7.82 (d, J=8.85 mHz, 2H). Mass spec: 441.28 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06562846B2 |
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| Source dataset | uspto-grants-2003_05 |
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| ORD ID | ord-e9b3cc4f08c94377a57b87a0736db63e |
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| Source note | uspto-grants-2003_05 |
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