HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Octanol → 3-Chloro-5-octyloxy-2-(4-octyloxyphenyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Octanol | HCID 957 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 3-Chloro-5-hydroxy-2-(4-octyloxyphenyl)pyridine | HCID 19049995 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Chloro-5-octyloxy-2-(4-octyloxyphenyl)pyridine | HCID 19050000 | 56.5% |
Reaction Steps
0.6 ml (3.8 mmol) of diethyl azodicarboxylate is added dropwise at 0° C. to 1.00 g (3.80 mmol) of triphenylphosphine in 15 ml of tetrahydrofuran, and the mixture is stirred at room temperature for 30 minutes. 0.78 g (2.5 mmol) of 3-chloro-5-hydroxy-2-(4-octyloxyphenyl)-pyridine and 0.6 ml (3.8 mmol) of 1-octanol are subsequently added. After a reaction time of 18 hours at room temperature, the solvent is removed by distillation and the residue is purified by chromatography (silica gel, dichloromethane). Recrystallization from acetonitrile gives 0.63 g of 3-chloro-5-octyloxy-2-(4-octyloxyphenyl)pyridine. ##STR19## The compound has the phase sequence: X 32.2 (6.5) N 17 I.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05629428 |
| Source dataset | uspto-grants-1997_05 |
| ORD ID | ord-471f4d88f286432680ea7bb7f65d333a |
| Source note | uspto-grants-1997_05 |