Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Acetaldehyde, 2,2-dimethoxy- | HCID 162650 | — |
| Reactant | Indium | HCID 5359967 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 10329416 | HCID 10329416 | 53.1% |
Reaction Steps
Indium powder (0.52 mol, 1 eq., 60 g, 100 mesh) was added to an ethanol (250 mL) solution containing 2,2-dimethoxyacetaldehyde (0.52 mol, 1.0 eq., 90.62 g, 60 wt % solution in water) and allyl bromide (0.79 mol, 1.5 eq., 66.5 mL). The suspension was stirred at 40° C. for 3 h. The slurry was then centrifuged and the supernatant was decanted. The pellet was suspended and washed 3 times with ethanol (350, 350, and 450 mL). The combined supernatants were mixed with 1500 mL deionized water and 1500 mL saturated sodium chloride. The crude product was extracted with chloroform (1500, 300 mL). The combined organic layers were washed with 1500 mL saturated sodium chloride. The chloroform extract was dried over sodium sulfate, filtered and evaporated at reduced pressure. Yield 40.4 g (53% yield) product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08492503B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-dd15a8e7a47a4188a38fa661ce22ef16 |
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| Source note | uspto-grants-2013_07 |
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