HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 178497284, 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-1,2,3,4-tetrahydronaphthalene-2-carboxylate | HCID 58055117 | — |
| Reactant | HCID 178445812 | HCID 178445812 | — |
| Product | HCID 178497284 | HCID 178497284 | 16% |
Reaction Steps
To a mixture of 6-hydroxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid methyl ester (0.280 g, 1.36 mmol), trans-4-tert-butylcyclohexanol (0.2338 g, 1.496 mmol) and triphenylphosphine (0.7122 g, 2.715 mmol) in toluene (5 mL, 50 mmol) was stirred for 20 min, then, diisopropyl azodicarboxylate (0.34 mL, 1.6 mmol) was added dropwise at 0° C. The solution was stirred at reflux overnight. The reaction was added silica gel and the solvent was concentrated. The residue was purified with silica gel eluted with EtOAc in hexanes from 0 to 20% to give the product as a white precipitate (73 mg, 16%). LCMS Rt=1.50 min, m/z=450.10 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340527B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-5deec096d9304bceb4f77dc270f8d9d2 |
| Source note | uspto-grants-2016_05 |