Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium amide | HCID 24533 | — |
| Reactant | 1,1-Diethoxyethene | HCID 137673 | — |
| Reactant | HCID 22961196 | HCID 22961196 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68976166 | HCID 68976166 | — |
Reaction Steps
24 g (107 mmol) of bromoveratrol is poured onto 8.4 g (215 mmol)/2 eq.) of sodium amide in 10 mL of toluene, followed by 25 g (215 mmol/2 eq.) of 1,1diethoxyethylene. Heating is carried out at 80° C. for 4 hours 30 minutes; cooling to −10° C. is carried out and 50 mL of water and then 50 mL of toluene are poured in. The phases are separated and the aqueous phase is extracted again with toluene. The combined toluene phases are washed with water to neutral pH and are then concentrated. The residue is chromatographed over 600 g of silica (eluant: dichloromethane) to yield the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08076325B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-54bf8476b5ce457e9c3e1b49d6a5f8f3 |
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| Source note | uspto-grants-2011_12 |
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