Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl diethylphosphonoacetate | HCID 2773685 | — |
| Reactant | HCID 86673329 | HCID 86673329 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70869427 | HCID 70869427 | 84.9% |
Reaction Steps
A solution of diethylphosphonoacetic acid tert-butyl ester (0.44 g, 1.74 mmol) in tetrahydrofuran (3 mL) was added dropwise to a suspension of 60% sodium hydride (0.055 g, 1.38 mmol) in tetrahydrofuran (15 mL) with stirring at 0° C. After stirring at room temperature for 30 minutes, a solution of 5-formyl-4-methylthiophene-2-carboxylic acid benzyl ester (0.3 g, 1.15 mmol) obtained in step 2 in tetrahydrofuran (3 mL) was added dropwise at 0° C. After stirring at room temperature for 2 hours, the mixture was worked up according to a conventional method, and purified by silica gel column chromatography to give the title compound (0.35 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09115107B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-1058ccfd238f4950a224a398517470b1 |
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| Source note | uspto-grants-2015_08 |
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