Reacción #1973934

ord-66f0be8a2789493489a80884e4f85a41

Ecuación de reacción

CC(C)(O)CCOS(=O)(=O)c1ccc(C(F)(F)F)cc1
alcohol
CC(C)(O)CCOS(=O)(=O)c1ccc(C(F)(F)F)cc1
3-Hydroxy-3-methylbutyl 4-(trifluoromethyl)benzenesulfonate
O
H2O
CC(=O)Cl
acetyl chloride
CC(=O)OC(C)(C)CCOS(=O)(=O)c1ccc(C(F)(F)F)cc1
crude product
CC(=O)OC(C)(C)CCOS(=O)(=O)c1ccc(C(F)(F)F)cc1
2-Methyl-4-(4-(trifluoromethyl)phenylsulfonyloxy)butan-2-yl acetate

Condiciones de reacción

Temperatura
20°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe reaction on completion
  2. 2
    Lavadowashed with saturated sodium bicarbonate (2×10 mL), brine (1×10 mL)
  3. 3
    Otrodried
  4. 4
    OtroThe solvent is evaporated

Procedimiento

To a mixture of the alcohol 4 (0.500 g, 1.6 mmol), ZrOCl28.H2O (0.0025 g, 0.5 mol %) in methylene chloride (5 mL), acetyl chloride (0.251 g, 3.2 mmol) is added and the reaction is stirred for overnight at 20° C. The reaction on completion, is diluted with methylene chloride (5 mL) and washed with saturated sodium bicarbonate (2×10 mL), brine (1×10 mL) and dried. The solvent is evaporated to get the crude product. 1H NMR (400 MHz, CDCl3) δ1.56 (d, J=8.0, 6H), 1.60 (d, J=8.0, 5H), 2.14 (t, J=6.8, 2H), 4.33 (t, J=6.8, 2H), 7.82 (d, J=8.1, 2H), 8.04 (d, J=8.0, 2H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08501382B1uspto-grants-2013_08