Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (-)-Epichlorohydrin | HCID 2734062 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Diglycidyl ether | HCID 16704 | — |
Reaction Steps
The starting phenol derivative (10.0 g) of the following formula: ##STR19## and the same R-(-)-epichlorohydrin (18.6 g) as used in Preparation 2, piperidine (367 ml) and dimethylformamide (1 ml) are mixed and stirred at 60° C. for 10 hours. The reaction mixture is distilled under reduced pressure to remove the solvent, and thereto is added acetone (5 ml) and further added dropwise 24 wt. % aqueous sodium hydroxide (1.2 equivalent) with stirring at room temperature, and the mixture is reacted for 30 minutes. The reaction mixture is adjusted to pH 7 with 2N hydrochloric acid and extracted with ethyl acetate. The extract is dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue is purified by silica gel chromatography to give S isomer of glycidyl ether (1.58 g) of the following formula: ##STR20##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05308540 |
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| Source dataset | uspto-grants-1994_05 |
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| ORD ID | ord-cb68f03264f04aa29a0d4d9f361a283c |
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| Source note | uspto-grants-1994_05 |
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