HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-Iodo-4-(pyrimidin-2-ylmethyl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Bis(pyridine)iodonium tetrafluoroborate | HCID 10883201 | — |
| Reactant | 4-(Pyrimidin-2-ylmethyl)phenol | HCID 22768420 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Iodo-4-(pyrimidin-2-ylmethyl)phenol | HCID 58415247 | — |
Reaction Steps
Bis(pyridine)iodonium tetrafluoroborate (379 mg, 1.02 mmol) was added to a solution of 4-(pyrimidin-2-ylmethyl)phenol (200 mg, 1.07 mmol) in 9:1 DCM:TFA (6 mL) at 0° C. The mixture was stirred for 1 h, partitioned between EtOAc and water, the layers were separated, and the organic layer was washed with satd. sodium thiosulfate. The organic layer was dried over MgSO4, concentrated in vacuo, and purified by column chromatography to give 2-iodo-4-(pyrimidin-2-ylmethyl)phenol. MS (ESI) m/z: Calculated: 312.0; Observed: 313.0 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919519B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-ca029ac172b44f40baf5a48e23649e17 |
| Source note | uspto-grants-2011_04 |