Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Trifluoromethanesulfonyl chloride | HCID 79000 | — |
| Reactant | 4-(1,3,4-Oxadiazol-2-yl)phenol | HCID 714770 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86620170 | HCID 86620170 | 102% |
Reaction Steps
A solution of 4-(1,3,4-oxadiazol-2-yl)phenol (1.05 g, 6.48 mmol) and triethylamine (1.82 mL, 13.0 mmol) in CH2Cl2 (12 mL) was cooled to 0° C. and treated with triflic chloride (0.83 mL, 7.77 mmol). The resultant orange-colored reaction was stirred 30 min at 0° C. and 30 min at RT. The reaction was poured into EtOAc (50 mL), washed with water (20 mL), satd aq NaHCO3 (20 mL) and brine (20 mL), dried (Na2SO4) and concentrated in vacuo to provide 4-(1,3,4-Oxadiazol-2-yl)phenyl trifluoromethanesulfonate (1.94 g, 102% yield) as a beige-colored solid. 1H NMR (400 MHz, DMSO-d6): δ 9.43 (s, 1 H), 8.22 (d, J=8.6 Hz, 2 H), 7.78 (d, J=8.6 Hz, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08188113B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-66cc61541c0a45e6ba7f7f197255d84c |
|---|
| Source note | uspto-grants-2012_05 |
|---|