Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | 3,4-Dichlorophenol | HCID 7258 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-[4-(3-chloropropoxy)phenyl]acetamide | HCID 5147668 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13656082 | HCID 13656082 | — |
Reaction Steps
In a round bottomed flask equipped with magnetic stirring, reflux condenser, N2 atmosphere, and a heating mantle was placed DMF (80 ml) and to this was added cautiously NaH (60% by weight in oil, 1.76 g) followed by 3,4-dichlorophenol (7.15 g). This mixture was stirred for ten minutes then 1-[4-acetamidophenoxy]-3-chloropropane of Formula XXI (10.0 g) was added; and the reaction mixture heated at 80° C. overnight. The mixture was cooled and the DMF removed in vacuo. The residue was poured into ice water and the precipitated brown solid was collected by filtration. The crude product was recrystallized from ethanol to give an off white solid (9.8 g), mp 135°-7° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04786755 |
|---|
| Source dataset | uspto-grants-1988_11 |
|---|
| ORD ID | ord-61260405aa8442569375b5aea573d897 |
|---|
| Source note | uspto-grants-1988_11 |
|---|