HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl trifluoroacetate → 2-(7-Chloro-1,3-benzodioxol-5-yl)-4,4,4-trifluoro-3-oxo-butanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl trifluoroacetate | HCID 9794 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 2-(7-Chlorobenzo[d][1,3]dioxol-5-yl)acetonitrile | HCID 67044010 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(7-Chloro-1,3-benzodioxol-5-yl)-4,4,4-trifluoro-3-oxo-butanenitrile | HCID 90010066 | 112.6% |
Reaction Steps
Under reflux, 1.7 g of sodium (72.8 mmol) was dissolved in 50 ml of ethanol. At 50° C., a solution of 14.2 g (72.8 mmol) of 2-(7-chloro-1,3-benzodioxol-5-yl)acetonitrile and 10.3 g (72.8 mmol) of ethyl trifluoroacetate in 50 ml of ethanol was added dropwise, and the reaction mixture was then stirred under reflux for 12 hours. After cooling, the reaction mixture was concentrated on a rotary evaporator, dissolved in ethyl acetate and washed twice with 100 ml of 1N hydrochloric acid and once with water. The organic phase was separated off, dried over sodium sulphate, filtered and concentrated to give the title compound (23.9 g; 100%) and used for the next step directly.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174967B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-1198d44b1e5a4cd4a110a7a19d545f1b |
| Source note | uspto-grants-2015_11 |