HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-Cyano-3-(2-ethoxyphenyl)-3-hydroxy-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-(2-Ethoxyphenyl)-3-hydroxy-5-iodoindol-2-one | HCID 57466442 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Product | 5-Cyano-3-(2-ethoxyphenyl)-3-hydroxy-indol-2-one | HCID 66593041 | — |
Reaction Steps
37.2 g (94 mMol) of the product 1a and 11.1 g (94 mMol) of zinc cyanide in 300 ml of DMF were heated to 95° C. Then 1.6 g (1.38 mMol) of tetrakis-(triphenylphosphine)palladium(0) were added in portions every 10 minutes. After 45 minutes, the reaction mixture was poured into ice-water and extracted with ethyl acetate. The organic phase was washed with saturated NaCl solution, dried and concentrated in vacuo. The residue obtained in this way crystallizes from a little ethyl acetate. 24 g of the product were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202870B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-f0188d37859e4e628e949453722608ea |
| Source note | uspto-grants-2012_06 |