HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → HCID 22046405, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Methoxy-4-nitrobenzyl alcohol | HCID 602961 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22046405 | HCID 22046405 | 81% |
Reaction Steps
To a 250 mL round bottomed flask containing 10 g (55 mmol) of 4-nitro-3-methoxybenzyl alcohol in 150 mL THF was added, diethylazodiacarboxylate (8.03 g, 54.6 mmol, 1 eq.) and triphenylphosphine (15.0 g, 57.3 mmol) followed by 11.6 g of phthalimide (57.3 mmol) at 0° C. Reaction was then allowed to gradually warm to room temperature over night. A white precipitate formed and was collected by suction filtration. Recrystallization from acetonitrile gave 13.8 g (81%) of the desired product. 1H NMR (400 MHz, d6-DMSO): δ7.79 (m, 5H), 7.19 (s, 1H), 7.08 (d, J=8.80 Hz, 1H), 4.91 (s, 2H), 3.87 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07067506B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-fbc2a5d9ae534214a955ff049a7f9504 |
| Source note | uspto-grants-2006_06 |