Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 8-Hydroxyquinoline | HCID 1923 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (+)-Methyl lactate | HCID 637514 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69567418 | HCID 69567418 | — |
Reaction Steps
To a stirred mixture of quinolin-8-ol (300 mg, 2.07 mmol) in THF (5 mL) was added (R)-methyl 2-hydroxypropanoate (215 mg, 2.07 mmol), PPh3 (647 mg, 2.47 mmol) and DEAD (430 mg, 2.47 mmol). The mixture was stirred at 25° C. for 16 hours. Subsequently, 1M HCl was added (10 mL) and the solution was washed with EtOAc (20 mL×3). The pH of the aqueous solution was raised by addition of aqueous NaHCO3 (10 mL), and then this solution was washed with EtOAc (10 mL×3). The combined organic extracts were washed with brine (20 mL), dried over anhydrous Na2SO4 and concentrated. The residue was directly for the next step. LCMS (m/z): 232.1/233.1 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08940726B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-7f4d59954c5d47cbbcf177b5263064da |
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| Source note | uspto-grants-2015_01 |
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