HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 68291108, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 3-Methoxy-4-nitrobenzyl bromide | HCID 12621604 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68291108 | HCID 68291108 | 94% |
Reaction Steps
Pyrrolidine (0.2 g, 2.8 mmol) and triethylamine (0.28 g, 2.8 mmol) were added to a solution of 4-(bromomethyl)-2-methoxy-1-nitrobenzene (Preparation 104, 0.22 g, 0.894 mmol) in THF (5 mL). The reaction mixture was stirred for 1 hour at room temperature before being concentrated under reduced pressure and purified by silica gel column chromatography eluting with 10% methanol in ethyl acetate to afford the title compound as a pale yellow powder (0.18 g, 94%). 1H-NMR (500 MHz, CDCl3): δ 1.8 (t, J=6.7 Hz, 4H), 2.51 (t, J=6.7 Hz, 4H), 3.65 (s, 2H), 3.96 (s, 3H), 6.96 (dd, J=9.7 Hz, 1.5 Hz 1H), 7.12 (s, 1H), 7.8 (d, J=8.3 Hz, 1H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371319B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-8ea166a3cfa84b5889be16cfdb7642ee |
| Source note | uspto-grants-2016_06 |