HCID 59398570, compound → HCID 59398578, compound

HRID 2070041Notes

Reaction equation

HRID 2070041 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][F:18])=[C:10]([C:19]([F:22])([F:21])[F:20])[CH:9]=1)(C)(C)C>FC(F)(F)C(O)=O>[F:18][CH2:17][CH2:16][CH2:15][CH2:14][C:11]1[CH:12]=[CH:13][C:8]([NH2:7])=[CH:9][C:10]=1[C:19]([F:20])([F:21])[F:22]

Participants

3

Reactant 1

HCID 59398570HCID 59398570, compound

Product 1

HCID 59398578HCID 59398578, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
40 °C

Procedure

[4-(4-Fluorobutyl)-3-trifluoromethylphenyl]carbamic acid tert-butyl ester (300 mg, 1.8 mmol) was dissolved in trifluoroacetic acid (1 mL). The mixture was stirred at room temperature for 40° C. The trifluoroacetic acid was removed by reducing the pressure. To the residue, a saturated sodium bicarbonate solution was added. The resulting mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate and then concentrated under reduced pressure to give 4-(4-fluorobutyl)-3-(trifluoromethyl)aniline (67 mg, 100%) as a light-yellow oil.

Workup

  1. customThe trifluoroacetic acid was removed
  2. additionTo the residue, a saturated sodium bicarbonate solution was added
  3. extractionThe resulting mixture was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-cb2f1530f75b4e04a5d3e9747c1eaaf2
Source dataset
uspto-grants-2012_10
Patent number
US08299252B2

Reaction notes

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