Sodium Acetate → HCID 68825906, compound

HRID 230561Notes

Reaction equation

HRID 230561 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[N+:13]([O-:15])=[O:14].[C:16]([O-:19])(=[O:18])[CH3:17].[Na+]>C(O)(=O)C.O>[C:16]([O:19][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[N+:13]([O-:15])=[O:14])(=[O:18])[CH3:17]

Participants

5

Reactant 2

HCID 517045Sodium AcetateHCID 27757862-Nitro-4-(trifluoromethyl)benzyl chloride

Product 1

HCID 68825906HCID 68825906, compoundYield 97.9%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

2 g (8.348 mmol) of 1-chloromethyl-2-nitro-4-trifluoromethylbenzene are added, at a temperature in the region of 20° C., under an argon atmosphere, to 20 g (244 mmol) of sodium acetate in solution in 100 cm3 of acetic acid. After stirring for 60 hours at a temperature in the region of 100° C., the reaction mixture is diluted with 200 cm3 of water and then extracted with 2 times 300 cm3 of dichloromethane. The organic phases are combined, washed with 100 cm3 of water, dried over anhydrous magnesium sulfate, filtered, and concentrated to dryness under reduced pressure (2.7 kPa), to give 2.15 g of 2-nitro-4-trifluoromethylbenzyl acetate in the form of an orange oil;

Workup

  1. extractionextracted with 2 times 300 cm3 of dichloromethane
  2. washwashed with 100 cm3 of water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-15a4c2a28a064c979f5cae950ec3a019
Source dataset
uspto-grants-2009_07
Patent number
US07566736B2

Reaction notes

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