HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → Diglycidyl ether
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (-)-Epichlorohydrin | HCID 2734062 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Diglycidyl ether | HCID 16704 | — |
Reaction Steps
2.50 g of a phenol derivative of the formula: ##STR36## 4.25 g of R-(-)-epichlorohydrin and 20 mg of benzyl triethyl ammonium chloride (the latter two compounds were the same ones as used in Preparation 1) were dissolved in 3 ml of dimethylformamide. To the solution was dropwise added 24% by weight sodium hydroxide aqueous solution (1.2 equivalents) at 60° C. The mixture was allowed to react for 40 minutes at the same temperature, then cooled to room temperature and extracted with ether. The solvent was evaporated under reduced pressure. The residue was purified by a silica gel column chromatography to obtain an S isomer of glycidyl ether (1.62 g) of the following formula: ##STR37## mp: 90° C. [α]D25 : +4.44° (C=1.01, CH2Cl2)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05374373 |
| Source dataset | uspto-grants-1994_12 |
| ORD ID | ord-ece765a8025c4f7585139dc235fcf729 |
| Source note | uspto-grants-1994_12 |