Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | HCID 66745963 | HCID 66745963 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66746431 | HCID 66746431 | 100% |
Reaction Steps
2-(8-hydroxyoctyloxy)-6-nitrobenzonitrile (804 μmol, 235 mg) (Example 274c) was dissolved in dry DCM (10 mL), cooled to 0° C., and treated successively with pyridine (3.216 mmol, 260 μL) and acetyl chloride (1.608 mmol, 114 μL). The reaction mixture was stirred and allowed to warm slowly to room temperature. When the reaction was complete, the volatiles were removed in vacuo and the crude product purified on silica gel (10% to 50% EtOAc in hexanes) to give the desired product (268 mg, 100%). MS 335 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181276B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-5880a5f05b48420cac28289ea4f8fbc7 |
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| Source note | uspto-grants-2015_11 |
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