HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxybenzaldehyde → 4-[2-(4-Methylmercaptophenyl)ethoxy]benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxybenzaldehyde | HCID 126 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-(4-Methylsulfanylphenyl)ethanol | HCID 2760086 | — |
| Reactant | diazenedicarboxylic acid bis(N,N-piperidide) | HCID 5702657 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[2-(4-Methylmercaptophenyl)ethoxy]benzaldehyde | HCID 53781524 | 84.4% |
Reaction Steps
1.7 g (10 mmole) 2-[4-(methylsulfanyl)phenyl]-1-ethanol, 5.24 g (20 mmole) triphenylphosphine and 5.05 g (20 mmole) 1,1-(azodicarbonyl)dipiperidine was added to a mixture of 2.47 g (20 mmole) 4-hydroxybenzaldehyde in 40 ml dichloromethane under argon atmosphere. Stirring at room temperature for 2 hours, (more dichloromethane was added after 20 minutes), gave a solid material that was removed by filtration. The filtrate was purified by chromatography on silica gel using dichloromethane as eluent to give 2.3 g (yield 84.4%) of 4-[2-(4-methylmercaptophenyl)ethoxy]benzaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06288096B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-d5bf3b81f6b5458190c07a4d59e5b482 |
| Source note | uspto-grants-2001_09 |