Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 54078941 | HCID 54078941 | — |
| Catalyst | Benzyltriphenylphosphonium chloride | HCID 70671 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 54411654 | HCID 54411654 | 151.9% |
Reaction Steps
2.3 g (0.1 mol) of sodium were dissolved in 50 ml of ethanol and this solution was added dropwise to a solution of 38.9 g (0.1 mol) of benzyl-triphenyl-phosphonium chloride in 150 ml of ethanol at an internal temperature of -5° to 0° C. 20.6 g (0.1 mol) of 3-formyl-benzoic acid n-butyl ester were then added to this mixture and the mixture was kept at 0° to 5° C. for two hours, whilst stirring, and allowed to come slowly to room temperature. After concentrating the mixture, the residue was extracted with toluene, the toluene extract was filtered and the solvent was distilled off from the filtrate in vacuo. 21.3 g (75% theory) of 3-(2-phenyl-vinyl)-benzoic acid n-butyl ester were obtained as a slightly yellowish oil (cis/trans isomer mixture in the ratio 1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04271186 |
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| Source dataset | uspto-grants-1981_06 |
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| ORD ID | ord-51f5c21170ff43708b7bb654552ae073 |
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| Source note | uspto-grants-1981_06 |
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