HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dimethylfuran → 2-(4-Bromo-benzyl)-4,5-dimethyl-furan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dimethylfuran | HCID 34337 | — |
| Reactant | 4-Bromobenzyl bromide | HCID 68527 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-Bromo-benzyl)-4,5-dimethyl-furan | HCID 23445620 | 41.5% |
Reaction Steps
The title compound was prepared according to the procedure in Example 5, step 1 using commercial 2,3-dimethylfuran (5.00 g, 52.0 mmol), commercial 4-bromobenzylbromide (13.0 g, 52.0 mmol) and 2.5M n-BuLi/hexanes (20.8 mL, 52.0 mmol) in THF. Purification on Biotage KP-Sil eluting with 1% EtOAc/pet. ether gave 5.72 g (41%) of the title compound. 1H NMR (DMSO-d6) δ 1.84 (s, 3 H), 2.09 (s, 3 H), 3.83 (s, 2 H), 5.87 (s, 1 H), 7.17 (d, 2 H), 7.49 (d, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06103708 |
| Source dataset | uspto-grants-2000_08 |
| ORD ID | ord-dba27afb41534ca488ba9efcedc67559 |
| Source note | uspto-grants-2000_08 |