Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | 182499-91-8 | HCID 21714401 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21184807 | HCID 21184807 | 91% |
Reaction Steps
2-Nitro-5-methyl-6-bromophenol (100 mg, 0.433 mmol) was dissolved in dimethyl formamide (2 mL) followed by the addition of triethylamine (0.175 g, 1.73 mmol). The addition of a catalytic amount dimethylamino pyridine was then made, followed by addition of copper (I) cyanide (155 mg, 1.73 mmol). The mixture was allowed to stir at 80° C. for 4 hours. The solvent was evaporated and chromatography of the resulting solid on silica gel (2% MeOH/CH2Cl2) gave the desired product (70 mg, 91%). 1H NMR (CD3COCD3): δ 8.30 (d, 1H), 7.15 (d,1H), 2.61 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06180675B2 |
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| Source dataset | uspto-grants-2001_01 |
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| ORD ID | ord-6c8b625b0b734d60bc3775f09212db0d |
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| Source note | uspto-grants-2001_01 |
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