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-hydroxyethyl)octanoate | HCID 10069054 | — |
| 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 in 12 mL methylene chloride is added 1.14 g triphenylphosphine followed by 0.336 g 3-hydroxypyridine. After stirring for 5 minutes, 0.55 mL diethyl azodicarboxylate is added slowly. After 1 hour, 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 | US05025025 |
| Source dataset | uspto-grants-1991_06 |
| ORD ID | ord-53b07712c7c44b329d17e77a1b61570f |
| Source note | uspto-grants-1991_06 |