Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 54679311 | HCID 54679311 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 2145438 | HCID 2145438 | — |
Reaction Steps
To a 0° C. solution of PPh3 (1.64 g) in THF (42 mL) was added diisopropylazodicarboxylate (1.21 mL) dropwise. The mixture was stirred at 0° C. for 15 minutes before the addition of benzyl alcohol (0.52 mL) followed by quinoline alcohol from Step 1 (1.0 g). The mixture was stirred 15 minutes at 0° C. then 5 hours at room temperature. A suspension had formed at that point. The solid was filtered and washed with cold isopropanol to afford the desired product (0.78 g). LRMS (ES+) m/z 352.1 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09328138B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-166622138bc84f3b9f4f3daa6cecfe38 |
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| Source note | uspto-grants-2016_05 |
|---|