Réaction #44755

ord-3eebd305b4c54e55ac20e435534d5f5e

Équation de réaction

OCC(F)(F)C(F)(F)C(F)(F)F
2,2,3,3,4,4,4-heptafluoro-1-butanol
O=Cc1ccc(F)cc1
4-fluorobenzaldehyde
[H-].[Na+]
sodium hydride
O=Cc1ccc(OCC(F)(F)C(F)(F)C(F)(F)F)cc1
4-(2,2,3,3,4,4,4-heptafluorobutoxy)benzaldehyde
Rendement 9.6%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Following the above procedure, a solution of 2,2,3,3,4,4,4-heptafluoro-1-butanol (750 μL, 6 mmol) in N,N-dimethylformamide (8 mL) and 4-fluorobenzaldehyde (429 μL, 4 mmol) were reacted together with sodium hydride (288 mg as 55-60% mineral oil dispersion, 6 mmol) in N,N-dimethylformamide (2 mL). Flash chromatography gave 117 mg of 4-(2,2,3,3,4,4,4-heptafluorobutoxy)benzaldehyde; 1H NMR (300 MHz, CDCl3) δ 9.93 (s, 1H), 7.89 (d, 2H), 7.08 (d, 2H), 4.54 (tt, 2H) ppm.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07737145B2uspto-grants-2010_06