HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Cyanophenol → HCID 22131913, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Cyanophenol | HCID 13019 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 1-Propyne, 3-(chloromethoxy)- | HCID 12241341 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 22131913 | HCID 22131913 | 80.1% |
Reaction Steps
A sodium salt of p-cyanophenol(14.1 g) was dissolved in methyl ethyl ketone (20 ml), and chloromethyl 2-propynyl ether (Intermediate I-a) (10.6g, 0.1 mol) prepared in example 1 was added dropwise to the solution with stirring at room temperature. The reaction mixture was stirred for further 2 hours and the solvent was then evaporated off. The residue was extracted with toluene (30 ml) and the organic layer was washed with distilled water (20 g). The solvent was then evaporated off to obtain a crude reaction product (18.7 g). This was recrystallized from hexane (60 ml) to obtain 1-cyano-4-[(2-propynyloxy)methoxy]benzene (Intermediate II-i) (15.0 g, 79.7% yield). Its chemical purity by HPLC was 99.0%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06143311 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-ce8f885c5ad64cb5b1c7b8868711edae |
| Source note | uspto-grants-2000_11 |