HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → 2-Fluoro-6-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 2-Fluoro-4,6-dihydroxybenzaldehyde | HCID 22010403 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Fluoro-6-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)benzaldehyde | HCID 86653970 | 83.2% |
Reaction Steps
To a mixture of 2-fluoro-4,6-dihydroxybenzaldehyde (3.12 g, 20.0 mmol) and PPTS (0.51 g, 2.0 mmol) in dichloromethane (100 mL) was added dropwise DHP (3.02 g, 36.0 mmol). The mixture was stirred at room temperature overnight and concentrated under reduced pressure. The residue was purified by column chromatography (EtOAc/PE=1/15) on silica gel to give the title compounds as a colorless oil (3.99 g, Yield: 83.2%). MS (ESI) m/z=241 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343944B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-c98bac793a7c489999f2b3cb59e9c83d |
| Source note | uspto-grants-2013_01 |