Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Epichlorohydrin | HCID 7835 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3,4,5-Trimethoxyphenol | HCID 69505 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 20535823 | HCID 20535823 | — |
Reaction Steps
In a suitable reaction vessel fitted with an attachment for the azeotropic separation of water, 18.4 g (0.1 mole) of 3,4,5-trimethoxyphenol are brought to the boil with 37 g (0.4 mole) of epichlorohydrin, followed by the dropwise addition over a period of 30 minutes of 10 g (0.1 mole) of 40% sodium hydroxide, the water being simultaneously removed azeotropically from the circuit. After the sodium hydroxide has been added, the mixture is left to react for 1 hour at boiling temperature, subsequently diluted with approximately 100 ml of toluene and the NaCl precipitated is filtered off. The filtrate is fractionated first under normal pressure and then in vacuo. The 3,4,5-trimethoxyphenoxy glycidyl ether is obtained as a colorless oil at b.p.1.0 =175°-180° C. Yield 19.2 g, corresponding to 80% of the theoretical, based on trimethoxyphenol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04335126 |
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| Source dataset | uspto-grants-1982_06 |
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| ORD ID | ord-4457789153fe4d688a0f788a42e59aaa |
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| Source note | uspto-grants-1982_06 |
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