HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentanol → 4-Bromo-1-(cyclopentyloxy)-2-nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentanol | HCID 7298 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Bromo-2-nitrophenol | HCID 24364 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Bromo-1-(cyclopentyloxy)-2-nitrobenzene | HCID 61375873 | 94.2% |
Reaction Steps
To a mixture of 4-bromo-2-nitrophenol (1.0 g, 4.6 mmol), cyclopentanol (600 mg, 7.0 mmol) and Ph3P (1.47 g, 5.6 mmol) in THF (50 mL) at 0° C. was portion-wise added diisopropylazodicarboxylate (1.52 g, 7.5 mmol) in THF (10 mL) and the resulting mixture was left to stir overnight at ambient temperature. Solvent removal and purification by chromatography on silica gel afforded the sub-title compound (1.24 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07705023B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-61f2c25840554e998c3a381be422dfef |
| Source note | uspto-grants-2010_04 |