HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Benzene, 2-(azidomethyl)-4-chloro-1-(trifluoromethoxy)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | 5-Chloro-2-(trifluoromethoxy)benzylalcohol | HCID 57368624 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Benzene, 2-(azidomethyl)-4-chloro-1-(trifluoromethoxy)- | HCID 57885582 | 65% |
Reaction Steps
DBU (1.0 mL, 6.7 mmol) was added to a solution of (5-chloro-2-trifluoromethoxy-phenyl)-methanol (1.2 g, 5.3 mmol) and DPPA (1.4 mL, 6.4 mmol) in toluene (30 mL) at room temperature. After 3 h, the reaction was concentrated in vacuo to yield an yellow oil. Silica gel column chromatography using 95:5 hexanes:EtOAc yielded 0.86g (65%) of 2-azidomethyl-4-chloro-1-trifluoromethoxy-benzene as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601714B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-73d834bc3f804d31abaee3c938bf8af7 |
| Source note | uspto-grants-2009_10 |