Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 66978124 | HCID 66978124 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178500257 | HCID 178500257 | 96% |
Reaction Steps
A mixture of (4′-cyanobiphenyl-4-yloxy)hexadecanoic acid methyl ester (2.75 g, 5.93 mmol), DMF (7.0 ml), NEt3 (4.0 ml, 28.9 mmol), AcOH (1.75 ml, 29.1 mmol), and NaN3 (2.50 g, 38.5 mmol) was stirred at 140° C. After 17 h water (50 ml) and 1N HCl (50 ml) were added, followed by acidification with conc. HCl (approx 2 ml). The product was filtered and recrystallized from MeCN/PhMe (approx 60+60 ml). Filtration and drying under reduced pressure yielded 2.87 g (96%) of 16-(4′-(5-tetrazolyl)biphenyl-4-yloxy)hexadecanoic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09061067B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-8e083b50f2ba40d186f020834f6f189e |
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| Source note | uspto-grants-2015_06 |
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