HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(4-Chloro-2-formyl-phenoxymethyl)-cyclopropanecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-salicylaldehyde | HCID 12481 | — |
| Reactant | (1-Cyanocyclopropyl)methyl 4-methylbenzenesulfonate | HCID 22028201 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(4-Chloro-2-formyl-phenoxymethyl)-cyclopropanecarbonitrile | HCID 57750145 | — |
Reaction Steps
To a solution of the crude toluene-4-sulfonic acid 1-cyano-cyclopropylmethyl ester in DMF (30 mL) was added 5-chloro-2-hydroxy-benzaldehyde (5.9 g, 38 mmol) and K2CO3 (10.5 g, 76 mmol) slowly. The reaction mixture was placed in a sealed tube and irradiated by microwave reactor at 75° C. for 30 min. After cooled to room temperature, the mixture was poured into water. The solution was diluted with EtOAc (200 mL), washed with water, dried and concentrated to give the title compound as a black oil (4.76 g). The oil was used for next step reaction directly without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07776875B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-a0235571d0f3488a98e5788f096107ce |
| Source note | uspto-grants-2010_08 |