Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 86235010 | HCID 86235010 | — |
| Reactant | HCID 178447635 | HCID 178447635 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67480396 | HCID 67480396 | — |
Reaction Steps
To a dry vial containing 4-formyl-2-methoxybenzaldehyde dimethylacetal (408 mg, 1.93 mmol) and diethyl-4-t-butoxycarbamoylbenzyl phosphonate (668 mg, 1 eq.) in THF (10 ml) was added potassium t-butoxide (265 mg, 1.2 eq.) in a glove box. The mixture was sealed under N2, heated to 70° C. and stirred at this temperature for 1 hr. To the cooled mixture was added triethylamine (0.5 ml), the crude product was diluted with ethyl acetate and adsorbed on silicagel. The product acetal was purified by MPLC using hexanes/ethyl acetate 10-60% gradient. MS (ESI+): 422 (M+23, M+Na+). Yield: 451.4 mg (66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08617515B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-e823c4a3411e4d8aa2ce7e4891852662 |
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| Source note | uspto-grants-2013_12 |
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