HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Methyl 5-(acetylamino)-3,4-dihydro-2H-1-benzopyran-8-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | HCID 70859532 | HCID 70859532 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 5-(acetylamino)-3,4-dihydro-2H-1-benzopyran-8-carboxylate | HCID 54252685 | 77.8% |
Reaction Steps
To a solution of compound 5A (1.80 g, 6.7 mmol) and Ph3P (1.94 g, 7.4 mmol) in THF (30 mL) cooled at 0° C. was added dropwise DEAD (1.17 mL, 7.4 mmol). After addition, the reaction mixture was stirred at rt for 2 h, then concentrated under reduced pressure. The residue was chromatographed (silica gel) eluting with 50% to 100% EtOAc/hexane to furnish the title compound (1.3 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07405234B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-e4b58efabc4142a98231d5d1c84c4612 |
| Source note | uspto-grants-2008_07 |