HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 14652778, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | HCID 14652777 | HCID 14652777 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 14652778 | HCID 14652778 | 87.8% |
Reaction Steps
A solution of 2,6-diethyl-4-(4-fluorophenyl)-5-(hydroxymethyl)-3-pyridinecarboxylic acid, methyl ester (10.0 g, 0.0315 mol), dihydropyran (4.3 ml, 0.0473 mol) and 6.17 g of p-toluene sulfonic acid was stirred (25° C.) for 24 hours, taken up in dichloromethane (400 ml), washed with saturated NaHCO3 (1×170 ml), washed with brine (1×170 ml), dried (MgSO4), and chromatographed on silica (85:15 hexane:ethyl acetate) to yield 11.1 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04906624 |
| Source dataset | uspto-grants-1990_03 |
| ORD ID | ord-2834b4d46424437d86fb9ccbbb7bc6b0 |
| Source note | uspto-grants-1990_03 |