HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4,5,6,7-Tetrahydro-2-(phenoxymethyl)-oxazolo[4,5-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 6,7-dihydro-2-(phenoxymethyl)-oxazolo[4,5-c]pyridine-5(4H)-carboxylic acid 1,1-dimethylethyl ester | HCID 66608886 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4,5,6,7-Tetrahydro-2-(phenoxymethyl)-oxazolo[4,5-c]pyridine | HCID 66609012 | 100% |
Reaction Steps
Trifluoroacetic acid (1.0 mL, 13.0 mmol) was added to a solution of 6,7-dihydro-2-(phenoxymethyl)-oxazolo[4,5-c]pyridine-5(4H)-carboxylic acid 1,1-dimethylethyl ester (0.11 g, 0.35 mmol) in DCM (1 mL). The mixture was stirred at room temperature for 30 minutes and basified with a saturated solution of Na2CO3. The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo to yield 4,5,6,7-tetrahydro-2-(phenoxymethyl)-oxazolo[4,5-c]pyridine (80 mg, 100% yield, 30% pure) that was used in the next step without further purification. C13H14N2O2 LCMS: Rt 0.65, m/z 231 [M+H]+ (using method, LC-MS Method 7).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090632B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-c9d6afcfbebe410e800a0a833744f23b |
| Source note | uspto-grants-2015_07 |