HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 2-((Propan-2-yl)amino)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | [2-(Propan-2-ylamino)phenyl]methanol | HCID 10797123 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-((Propan-2-yl)amino)benzaldehyde | HCID 11041035 | 80.1% |
Reaction Steps
After 13.2 g of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) was added by several portions to a solution of 9.6 g of 2-isopropylaminobenzyl alcohol in 200 ml of dioxane, the mixture was stirred for further an hour. The solvent was removed by distillation to concentrate the reaction mixture, and methylene chloride was then added thereto followed by filtration. The filtrate was concentrated and the resulting oily substance was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1) to obtain 7.6 g of 2-isopropylaminobenzaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05571820 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-cdd16b9d0d714256a4abf408d41f63eb |
| Source note | uspto-grants-1996_11 |