HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 843164Generated: October 31, 2026
N,N,N',N'-Tetramethylazodicarboxamide → HCID 53778444, compound
https://huagongshe.com/reaction/843164
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N,N',N'-Tetramethylazodicarboxamide | HCID 4278 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | Ethyl 4-hydroxy-3-methyl-1-benzofuran-2-carboxylate | HCID 748649 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 53778444 | HCID 53778444 | 17.4% |
Reaction Steps
A mixture of 4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester (100 mg), 4-hydroxypiperidine (46 mg), tributylphosphine (170 μl) and 1,1′-azobis(N,N-dimethylformamide) (120 mg) in benzene (2 ml) was heated at 60° C. for one hour. The suspension was diluted with ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate and evaporated to dryness. The residue was separated by silica gel column chromatography developed by dichloromethane-methanol to give 3-methyl-4-(piperidin-4-yloxy)-benzofuran-2-carboxylic acid ethyl ester (24 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06376491B1 |
|---|
| Source dataset | uspto-grants-2002_04 |
|---|
| ORD ID | ord-030024d306624439a7a142e45cfe9ce1 |
|---|
| Source note | uspto-grants-2002_04 |
|---|