HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Hydroxypyridine → Methyl 8-(p-chlorophenylsulfonamido)-4-[2-(3-pyridyloxy)ethyl]-octanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Hydroxypyridine | HCID 7971 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Methyl 8-(p-chlorophenylsulfonamido)-4-(2-methylsulfonyloxyethyl)-octanoate | HCID 10050375 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 8-(p-chlorophenylsulfonamido)-4-[2-(3-pyridyloxy)ethyl]-octanoate | HCID 10027654 | — |
Reaction Steps
To a solution of 1.2 g of methyl 8-(p-chlorophenylsulfonamido)-4-(2-hydroxyethyl)-octanoate (example 28) in 12 ml methylene chloride is added 1.14 g triphenylphosphine followed by 0.336 g 3-hydroxypyridine. After stirring for 5 min, 0.55 ml diethyl azodicarboxylate is added slowly. After 1 h, solvent is evaporated and the residue subjected to flash chromatography to obtain methyl 8-(p-chlorophenylsulfonamido)-4-[2-(3-pyridyloxy)ethyl]-octanoate, m.p. 57°-58°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05153214 |
| Source dataset | uspto-grants-1992_10 |
| ORD ID | ord-e467e76377374649b9609897ffa8608d |
| Source note | uspto-grants-1992_10 |