HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxetane → [3-(Azidomethyl)oxetan-3-yl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxetane | HCID 10423 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | [3-(Bromomethyl)oxetan-3-yl]methanol | HCID 529264 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [3-(Azidomethyl)oxetan-3-yl]methanol | HCID 22404019 | — |
Reaction Steps
The oxetane of the present invention has the formula: ##STR1## The oxetane of Formula I, 3-azidomethyl-3-nitratomethyloxetane (ANMO), is synthesized using 3-bromomethyl-3-hydroxymethyl oxetane (BMHMO) as the starting material. Reaction of 3-bromomethyl-3-hydroxymethyloxetane with sodium azide (NAN3) in acetone or dimethylformamide (DMF) gives the corresponding 3-azidomethyl-3-hydroxymethyloxetane in essentially quantitative yield. Subsequent reaction of 3-azidomethyl-3-hydroxymethyloxetane with acetyl nitrate gives the oxetane AMNO.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05489700 |
| Source dataset | uspto-grants-1996_02 |
| ORD ID | ord-06daef1b8ab0462bb713c6a52335b318 |
| Source note | uspto-grants-1996_02 |