N-Methylaniline → N-Methyl-N-(2,2,2-trifluoroethyl)aniline

Temperature

105 °C

Fluorinated light-absorbing electron donors were prepared. N-Methyl-N-2,2,2-trifluoroethylaniline was prepared as follows. Into a flask were placed N-methylaniline (6.0 g) and potassium carbonate (10.0 g) the flask was assembled with a refluxing condenser. To the flask was slowly added 2,2,2-trifluoroethyl trifluoromethanesulfonate (13 g). After addition, the reaction mixture was stirred and heated to 100-110° C. overnight. The reaction mixture was then quenched by addition of 100 mL of water. The water solution was extracted with diethyl ether (2×50 mL). The organic layer was separated and dried over MgSO4. Ether was removed under vacuum. The organic liquid was distilled to receive a fraction (a clear yellow liquid, 9.2 g) at 44-45° C. (at 0.05 mm Hg). The clear liquid was sampled and analyzed by 1H and 19F NMR. 1H NMR: δ7.28 (t, 2H, J=8 Hz), 6.81 (m, 3H), 3.83 (q, 2H, J=9H), 3.04 (s, 3H); 19F NMR: δ−73.37 (t, 3F. J=9 Hz).

1. customFluorinated light-absorbing electron donors were prepared
2. customInto a flask were placed
3. additionAfter addition
4. customThe reaction mixture was then quenched by addition of 100 mL of water
5. extractionThe water solution was extracted with diethyl ether (2×50 mL)
6. customThe organic layer was separated
7. dry with materialdried over MgSO4
8. customEther was removed under vacuum
9. distillationThe organic liquid was distilled
10. customat 44-45° C.
11. aliquotThe clear liquid was sampled

ORD record

ord-57ddac6a808245bab36dbaee546a9c3a

Source dataset

uspto-grants-2004_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06685793B2