HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67214908, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Bromobenzyl bromide | HCID 68527 | — |
| Reactant | (1S,4S)-2-oxa-5-azabicyclo(2.2.1)heptane hydrochloride | HCID 21303398 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67214908 | HCID 67214908 | 76.7% |
Reaction Steps
(1S,4S)-(+)-2-Aza-5-oxabicyclo[2.2.1]heptane hydrochloride (1.26 g), 4-bromobenzyl bromide (2.32 g) and triethylamine (3.88 ml) were stirred in dimethylformamide (30 nml) for 18 h. The mixture was partitioned between diethyl ether (60 ml) and water (60 ml) and the organic phase was washed further with water (60 ml), dried (MgSO4), concentrated in vacuo and purified by Bondelute® chromatography, eluting with 0–100% ethyl acetate/iso-hexane to give the product as an orange oil (1.91 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07125896B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-e80ab5fedebf4888a37812bc623fac27 |
| Source note | uspto-grants-2006_10 |