Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Catechol | HCID 289 | — |
| Reactant | Epichlorohydrin | HCID 7835 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Catalyst | Water | HCID 962 | — |
| Product | HCID 21490506 | HCID 21490506 | 82.3% |
Reaction Steps
37.0 g. of epichlorohydrin are added under a nitrogen atmosphere to 11.0 g. of catechol. After the catechol is dissolved, a solution of 0.15 g of sodium hydroxide in a few drops of water is added dropwise and the temperature is raised to 40° C. At this temperature the reaction mixture is stirred for 48 hours, after which the remaining epichlorohydrin is distilled off under reduced pressure. The resulting oil is dissolved in chloroform, washed twice with water and distilled. 19.5 g. of 1,1'-(o-phenylenedioxy)-bis-(3-chloropropan-2-ol) are obtained with a boiling point of 153°-156° C./10-2 -10-3 mm.Hg. After crystallization from diethyl ether the melting point is 64°-66° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US03998874 |
|---|
| Source dataset | uspto-grants-1976_12 |
|---|
| ORD ID | ord-b2edba7ee93a4b26abb3da3a500b85f7 |
|---|
| Source note | uspto-grants-1976_12 |
|---|