HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hexanol → HCID 86645048, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hexanol | HCID 8103 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | 2-Chloro-5-(thiazol-2-ylamino)phenol | HCID 86096006 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86645048 | HCID 86645048 | 38% |
Reaction Steps
Following the procedure general for O-alkylation, Method C, 2-chloro-5-(thiazol-2-ylamino)phenol (50 mg, 0.22 mmol), 1-hexanol (0.024 ml, 0.23 mmol), Ph3P (60 mg, 0.23 mmol) were suspended in THF (0.07 mL). The reaction flask was lowered into a sonication bath and sonicated for several minutes giving a clear and highly viscous solution. While sonication, DEAD (0.045 mL, 0.23 mmol) was added slowly. The reaction mixture was stirred for 1 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 7/3) in 38% yield (23 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018209B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-88e469a5b49944aabad56d276f41d8c3 |
| Source note | uspto-grants-2015_04 |