N-Ethylaniline → N-ethyl-N-(2,2,2-trifluoroethyl)aniline

HRID 2351252Notes

Reaction equation

HRID 2351252 reaction equation
FC(F)(F)S([O-])(=O)=O.[F:9][C:10]([F:20])([F:19])[CH2:11][I+]C1C=CC=CC=1.[CH2:21]([NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH3:22]>C(Cl)Cl>[CH2:21]([N:23]([CH2:11][C:10]([F:20])([F:19])[F:9])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH3:22]

Participants

4

Reactant 2

HCID 7670N-EthylanilineHCID 10993805HCID 10993805, compound

Product 1

HCID 13510111N-ethyl-N-(2,2,2-trifluoroethyl)anilineYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

203 mg (0.465 mmol) of (2,2,2-trifluoroethyl)phenyliodonium trifluoromethanesulfonate, 113 mg (0.931 mmol) of N-ethylaniline and 5 ml of methylene chloride were treated and worked up in the same manner as described in Reference Example 4 to obtain 92.6 mg of N-ethyl-N-(2,2,2-trifluoroethyl)aniline as an oily substance. Yield, 98%.

Sources & evidence

ORD record
ord-00303ec1727f4327b70951890f3853b8
Source dataset
uspto-grants-1989_10
Patent number
US04873027

Reaction notes

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