5,6-Dinitro-2-(2,2,2-trifluoroethyl)-2-(trifluoromethyl)-1,3-benzodioxole → HCID 53895814, compound

HRID 37581Notes

Reaction equation

HRID 37581 reaction equation
[N+:1]([C:4]1[C:21]([N+:22]([O-])=O)=[CH:20][C:7]2[O:8][C:9]([CH2:15][C:16]([F:19])([F:18])[F:17])([C:11]([F:14])([F:13])[F:12])[O:10][C:6]=2[CH:5]=1)([O-])=O.[H][H]>O1CCCC1>[NH2:22][C:21]1[C:4]([NH2:1])=[CH:5][C:6]2[O:10][C:9]([CH2:15][C:16]([F:19])([F:18])[F:17])([C:11]([F:12])([F:13])[F:14])[O:8][C:7]=2[CH:20]=1

Participants

4

Reactant 2

HCID 536607065,6-Dinitro-2-(2,2,2-trifluoroethyl)-2-(trifluoromethyl)-1,3-benzodioxoleHCID 178418361HCID 178418361, compound

Product 1

HCID 53895814HCID 53895814, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

39 g of the product of Example 29 were dissolved in 2000 ml of tetrahydrofuran, and 20 g of catalyst (palladium-on-charcoal, 5% by weight) were added. The reaction mixture was hydrogenated with hydrogen at 25 to 30 bar for 13 hours at room temperature. It was then filtered and the solvent was stripped off under vacuum to leave a solid. The yield was 274 g (=96% of theory). 19F NMR: -61.2 and -86.6 ppm. 1H NMR: 3.02 ppm.

Workup

  1. filtrationIt was then filtered
  2. customto leave a solid

Sources & evidence

ORD record
ord-dccbff797dcf4cf2a342bdcee39e6638
Source dataset
uspto-grants-1995_05
Patent number
US05420309

Reaction notes

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