Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Sodium Tartrate | HCID 9357 | — |
| Reactant | (Naphthalen-2-yl)boronic acid | HCID 2734375 | — |
| Reactant | HCID 178418785 | HCID 178418785 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69039389 | HCID 69039389 | 24.3% |
Reaction Steps
A suspension of 2-naphtylboronic acid (1.4 g, 8 mmol), 1H-imidazole-4-carboxylic acid methyl ester (1.0 g, 8 mmol) and cupric acetate (1.4 g, 8 mmol) in CH2Cl2 (20 ml) was stirred at 20° C. for 24 h. AcOEt (100 ml) and saturated aqueous Seignette salt solution (50 ml) was added and the resulting mixture was stirred for another 2 h. After separation the organic phase was dried (Na2SO4), concentrated and chromatographed (silica, elution with CH2Cl2/MeOH 99:1) to yield the title compound (0.49 g, 24%) of the title compound as a white crystalline material. Mp. 143-144° C. (AcOEt), MS: m/e=252 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06610723B2 |
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| Source dataset | uspto-grants-2003_08 |
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| ORD ID | ord-a8a17eda24c4453e9b3af1c2ae4c9681 |
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| Source note | uspto-grants-2003_08 |
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