Hydrochloric Acid → HCID 18546617, compound

HRID 1638113Notes

Reaction equation

HRID 1638113 reaction equation
[OH:1][CH2:2][C:3]([F:28])([F:27])[C:4]([F:26])([F:25])[C:5]([F:24])([F:23])[C:6]([F:22])([F:21])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:10]=1[N+:18]([O-:20])=[O:19].[F:29][C:30]1[C:35]([N+:36]([O-:38])=[O:37])=[C:34]([F:39])[C:33]([F:40])=[C:32](F)[C:31]=1[F:42].C(N(CC)CC)C.Cl>CN1C(=O)CCC1.O>[N+:18]([C:10]1[CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=[CH:14][C:9]=1[O:8][CH2:7][C:6]([F:21])([F:22])[C:5]([F:23])([F:24])[C:4]([F:25])([F:26])[C:3]([F:27])([F:28])[CH2:2][O:1][C:32]1[C:31]([F:42])=[C:30]([F:29])[C:35]([N+:36]([O-:38])=[O:37])=[C:34]([F:39])[C:33]=1[F:40])([O-:20])=[O:19]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 70154PentafluoronitrobenzeneHCID 18546638HCID 18546638, compound

Product 1

HCID 18546617HCID 18546617, compoundYield 93.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

1-(6-hydroxy-2,2,3,3,4,4,5,5-octafluorohexyloxy)-2,4-dinitrobenzene (3.7 g) was treated with pentafluoronitrobenzene (2.21 g) and triethylamine (0.96 g) in NMP (5 mL) for 18 hrs at room temperature. The mixture was diluted with water, acidified with hydrochloric acid, and extracted with ethyl ether. The extracts were washed with water, dried (MgSO4), concentrated and purified by chromatography to give 4-[6-(2,4-dinitrophenoxy)-2,2,3,3,4,4,5,5-octaflurohexyloxy]-2,3,5,6-tetrafluoronitrobenzene (5.0 g) as an oil.

Workup

  1. extractionextracted with ethyl ether
  2. washThe extracts were washed with water
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. custompurified by chromatography

Sources & evidence

ORD record
ord-d3e8f31627da4640a3cc334a4eef5b18
Source dataset
uspto-grants-2000_03
Patent number
US06043337

Reaction notes

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