Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromothiophene | HCID 13851 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | 2,2-Diethoxyethylamine | HCID 69524 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67257977 | HCID 67257977 | — |
Reaction Steps
Bromothiophene (0.31 g, 1.5 mmol) and aminoacetaldehyde diethyl acetal (0.3 g, 2.25 mmol) were combined with 1,4-dioxane (2 mL). CF3SO3H (0.45 g, 3.0 mmol) was added and the reaction mixture was stirred at 22° C. for 2 hr at which time the mixture was made basic with 10% KOH (aq.) and the aqueous layer was extracted with EtOAc (3×50 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered and the solvent removed in vacuo to afford the crude amine product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08710245B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-9440c394bb94409cb72d290fa2d92790 |
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| Source note | uspto-grants-2014_04 |
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