Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-salicylaldehyde | HCID 12481 | — |
| Reactant | (Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate | HCID 19077576 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57750122 | HCID 57750122 | 85.9% |
Reaction Steps
A mixture of 5-chlorosalicylaldehyde (5.0 g, 32 mmol), toluene-4-sulfonic acid tetrahydro-pyran-4-ylmethyl ester (8.6 g, 32 mmol) and K2CO3 (9.5 g, 68.8 mmol) in DMF (50 mL) was heated at 75° C. overnight. After cooled to room temperature, the mixture was poured into water. The aqueous phase was extracted with EtOAc twice. The combined organic phases were washed with water and brine, dried and concentrated. The residue was purified by column chromatography to give the title compound (7.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07776875B2 |
|---|
| Source dataset | uspto-grants-2010_08 |
|---|
| ORD ID | ord-03039535c79f41ea9209b3568d0e7dd5 |
|---|
| Source note | uspto-grants-2010_08 |
|---|
