HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 86632876, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Chloro-2,6-dinitrobenzene | HCID 11814 | — |
| Reactant | 5-Aminopentan-1-ol | HCID 75634 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86632876 | HCID 86632876 | 97% |
Reaction Steps
A mixture of 5-amino-1-pentanol (619 mg, 6.00 mmol), 2-chloro-1,3-dinitrobenzene (1.01 g, 4.99 mmol), triethylamine (0.837 mL, 6.01 mmol) and tetrahydrofuran (20 mL) was stirred at room temperature for 1 hr. To the reaction mixture was added 5-amino-1-pentanol (520 mg, 5.04 mmol) at room temperature and the resultant mixture was stirred at room temperature for 0.5 hr. The reaction mixture was diluted with ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with a 10-40% ethyl acetate/n-hexane gradient mixture to give the title compound as a yellow oil (1.30 g, 4.82 mmol, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785460B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-e6e58282161b42839296c04b9de321c3 |
| Source note | uspto-grants-2014_07 |