HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanediol → 4-(1,3-Dioxan-2-yl)-2-nitrophenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanediol | HCID 10442 | — |
| Reactant | 4-Hydroxy-3-nitrobenzaldehyde | HCID 18169 | — |
| Reactant | Pyridinium.p-toluenesulfonate | HCID 22033616 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(1,3-Dioxan-2-yl)-2-nitrophenol | HCID 597256 | 85.3% |
Reaction Steps
A mixture of 8 g of 4-hydroxy-3-nitrobenzaldehyde, 16 g of 1,3-propanediol, a catalytic amount of pyridinium p-toluenesulfonic acid and 250 ml of toluene was azeotropically dehydrated with heating under reflux. The reaction mixture was cooled, washed with water, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was recrystallized from toluene-n-hexane to obtain 9.2 g of 4-(1,3-dioxan-2-yl)-2-nitrophenol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04994479 |
| Source dataset | uspto-grants-1991_02 |
| ORD ID | ord-3eb4efb3b3cf42d7b5e0386c4c253654 |
| Source note | uspto-grants-1991_02 |