HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 66926552, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Methyl 6-hydroxy-2-naphthoate | HCID 390995 | — |
| Reactant | Spiro[4.5]decan-8-ol | HCID 56962207 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66926552 | HCID 66926552 | 61% |
Reaction Steps
The mixture of spiro[4.5]decan-8-ol (0.915 g, 0.00593 mol), 6-hydroxy-naphthalene-2-carboxylic acid methyl ester (1.00 g, 0.00494 mol) and triphenylphosphine (1.56 g, 0.00593 mol) in toluene (10 mL, 0.1 mol) was heated to reflux, and diisopropyl azodicarboxylate (1.17 mL, 0.00593 mol) was added dropwise and was stirred and refluxed for 6 hours. The mixture was taken up into DCM and subjected to chromatography purification with EtOAc/hexane (0:100 to 40:60) to give product as a white solid (1.02 g, 61%). LCMS Rt=2.58 min, m/z=339.34, (M+1, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09186367B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-25bd304014524efab1ffccac91ed3058 |
| Source note | uspto-grants-2015_11 |