Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Terephthalaldehyde | HCID 12173 | — |
| Reactant | Ethanol sodium ethoxide | HCID 23706232 | — |
| Reactant | 9-Decenoxybenzyltriphenylphosphonium bromide | HCID 86609565 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 9-Decenoxystilbene aldehyde | HCID 86609564 | 50% |
Reaction Steps
First, 23.07 g (0.039 M) of 9-decenoxybenzyltriphenylphosphonium bromide (compound (26)) prepared in Synthetic example 1-4 and 5.91 g of terephthalaldehyde (compound (12)) were dissolved in 315 mL of ethanol. The resulting solution was cooled to −2° C., and then 25.64 g of a sodium ethoxide ethanol solution (21 percent by weight, aldrich) was added dropwise at 0° C. or less. Aging was performed at a mixture temperature of 0° C. or less for 1.5 hours and then at a mixture temperature of 10° C. to 15° C. for 2 hours. After aging, 39 g of deionized water was added dropwise. Then, the precipitated crystals were filtrated and washed with 50 mL of 60% aqueous ethanol and 30 mL of ethanol, followed by drying. Thereby, 7.12 g of 9-decenoxystilbene aldehyde (compound (27)) was produced (yield: 50.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07422702B2 |
|---|
| Source dataset | uspto-grants-2008_09 |
|---|
| ORD ID | ord-8dd330e147894c23aac825f85ed05457 |
|---|
| Source note | uspto-grants-2008_09 |
|---|