Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Trimethylphosphonoacetate | HCID 53413272 | — |
| Reactant | HCID 86686481 | HCID 86686481 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66764989 | HCID 66764989 | — |
Reaction Steps
Trimethylphosphonoacetate (248 μL, 1.72 mmol) was dissolved in THF (10 mL) and the reaction was cooled to 0° C. then sodium hydride (60% dispersion in mineral oil, 0.042 g, 1.77 mmol) was added and the reaction stirred for 10 minutes. 3-(1-Benzyl-6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-benzaldehyde (0.225 g, 0.57 mmol) as a THF solution was added and the reaction was allowed to warm to room temperature. After 30 minutes, the reaction was diluted with EtOAc then quenched with aq. HCl (5 mL, 1M). Standard workup procedure afforded the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09000025B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-a24bddee749f43fbb5aaafe371a63505 |
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| Source note | uspto-grants-2015_04 |
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