HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methoxy-2-propanol → HCID 70982964, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methoxy-2-propanol | HCID 7900 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Methyl-8-hydroxyquinoline | HCID 13224 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70982964 | HCID 70982964 | 68.8% |
Reaction Steps
To 2-methylquinolin-8-ol (1.0 g, 6.28 mmol) in THF (5 mL) was added PPh3 (6.92 g, 26.4 mmol), DEAD (1.58 ml, 10.1 mmol) and 1-methoxypropan-2-ol (0.736 g, 8.17 mmol). The reaction was stirred for 24 hours at ambient temperature and then water was added. The aqueous phase was extracted with DCM and the combined organic phases dried over MgSO4, filtered and purified by reverse chromatography (SP4, 40M, eluting with a gradient of water/ACN 100:0 to 0:100, 20 column volumes) to yield 8-(1-methoxypropan-2-yloxy)-2-methylquinoline (1.0 g, 68.8% yield) as a clear liquid
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889704B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-edcdf05a56e4433f9d365bd4bb06e261 |
| Source note | uspto-grants-2014_11 |