HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Octanediol → HCID 66745963, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Octanediol | HCID 69420 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Dinitrobenzonitrile | HCID 520718 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66745963 | HCID 66745963 | 62.3% |
Reaction Steps
To a solution of 1,8-octanediol (3.87 mmol, 566 mg) in THF (dry, 10 mL) was added 2,6-dinitrobenzonitrile (1.29 mmol, 250 mg) and DBU (1.30 mmol, 194 μL). The reaction mixture was stirred for 24 hours at room temperature an evaporated. The oily residue was triturated with 10% citric acid/water and solid NaCl added. The precipitate was collected, washed with water, dried in vacuo and purified on silica gel (40% to 100% EtOAc in hexanes) to give the desired product (235 mg, 62.3%) as a pinkish solid. MS 293 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181276B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-86d6eb4a02234295a32d468334f761d6 |
| Source note | uspto-grants-2015_11 |