Reaction #317742

Reaction equation

sodium hydroxide

2-nitro-4-trifluoromethylbenzyl acetate

sodium phosphate

→

(2-nitro-4-trifluoromethylphenyl)methanol

Yield 100.9%

Solvents

methanol

Conditions

Workup

1. 1
   workup.ADDITIONare added
2. 2
   Extractionthe mixture is then extracted with 3 times 50 cm3 of dichloromethane
3. 3
   Washwashed with 50 cm3 of a saturated aqueous sodium chloride solution
4. 4
   Dryingdried over anhydrous magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

Procedure

1.9 cm3 (1.9 mmol) of a 1M aqueous sodium hydroxide solution are added, at a temperature in the region of 20° C., to 0.5 g (1.9 mmol) of 2-nitro-4-trifluoromethylbenzyl acetate in solution in 50 cm3 of methanol. After stirring for 2 hours at a temperature in the region of 20° C., 20 cm3 of a saturated aqueous sodium phosphate solution are added and the mixture is then extracted with 3 times 50 cm3 of dichloromethane. The organic phases are combined, washed with 50 cm3 of a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and concentrated to dryness under reduced pressure (2.7 kPa), to give 0.424 g of (2-nitro-4-trifluoromethylphenyl)methanol in the form of an oil;

Source