HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Bromomethyl)-2,3-dichlorobenzene → 2-(2,3-Dichlorobenzyl)-3-oxobutanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Bromomethyl)-2,3-dichlorobenzene | HCID 2734602 | — |
| Reactant | HCID 178468205 | HCID 178468205 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | 2-(2,3-Dichlorobenzyl)-3-oxobutanenitrile | HCID 71270730 | 106.3% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of (1-cyano-2-oxopropyl)sodium (1.28 g, 12.16 mmol) in DMF (80 mL) was added 1-(bromomethyl)-2,3-dichlorobenzene (2.043 g, 8.51 mmol) dropwise over a period of 30 min at 0° C. The mixture was stirred at 0° C. for 1 h and at room temperature for 2 h. Then this solution was diluted with saturated aq. ammonium chloride solution. The resulting solution was extracted with ethyl acetate (80 mL×3). The combined organic layers were washed with water and brine, dried over sodium sulphate, concentrated under reduced pressure to give the crude product (2.19 g, 100%), which was used for the next step without further purification. LC/MS: MS (ES+) m/e 242 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096605B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-ac37c6ea0f094817a14a9b14e3919a7e |
| Source note | uspto-grants-2015_08 |