Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | HCID 67123825 | HCID 67123825 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 52934125 | HCID 52934125 | 41% |
Reaction Steps
To a suspension of the compound obtained in example 2 section d (33.6 mg, 0.1 mmol) in EtOH (1.5 mL), citric acid (2 mg, 0.1 mmol) and triethyl orthoformate (340 μL, 2 mmol) were added. The reaction mixture was heated in a CEM Explorer microwave oven at 145° C. and 270 W for 2.5 hours. The crude residue was chromatographed on a silica gel flash system (ISCO Rf) using hexanes/acetone mixtures of increasing polarity as eluent to afford 14.2 mg of the desired product (41% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08501735B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-a112c58e8cde48b8b84a3675e40a9952 |
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| Source note | uspto-grants-2013_08 |
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