HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58266829, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Azetidine | HCID 10422 | — |
| Reactant | 4-Bromobenzyl bromide | HCID 68527 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58266829 | HCID 58266829 | 85% |
Reaction Steps
A solution of 4-bromobenzyl bromide (1.00 g, 4.0 mmol) and triethylamine (0.84 ml, 6.0 mmol) in THF (20 mL) was stirred at ambient temperature for 10 minutes. Azetidine (0.54 ml, 8.0 mmol) was then added and a white precipitate resulted. The slurry was stirred at ambient temperature for 18 h then evaporated in vacuo. The resultant residue was partitioned between DCM and saturated aqueous sodium hydrogen carbonate, the organic phase was separated, dried over magnesium sulfate and concentrated in vacuo to afford the title compound (0.76 g, 3.40 mmol) as a colourless oil. 1H NMR (CDCl3, 400 MHz): 7.42 (d, J=8.3 Hz, 2H), 7.15 (d, J=8.2 Hz, 2H), 3.50 (s, 2H), 3.19 (t, J=7.0 Hz, 4H), 2.08 (p, J=7.0 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216980B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-ddb51503f36846c28bace0af0997f13c |
| Source note | uspto-grants-2015_12 |