Hydrochloric Acid → 3-(Difluoromethyl)aniline

HRID 59275Notes

Reaction equation

HRID 59275 reaction equation
[F:1][CH:2]([F:12])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-])=O)[CH:4]=1.Cl>[Fe].CO>[F:1][CH:2]([F:12])[C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][CH:8]=1)[NH2:9]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 214079051-(Difluoromethyl)-3-nitrobenzene

Product 1

HCID 234451193-(Difluoromethyl)anilineYield 97.8%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 887MethanolSolvent

Procedure

The title compound was prepared according to the procedure described in step-2 of Intermediate-28 by using 1-(difluoromethyl)-3-nitrobenzene (1.0 g, 5.0 mmol), Iron powder (3.0 g, 15.0 mmol), conc. HCl (5 mL) and methanol (20 mL) to afford 0.700 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 5.36 (br s, 2H), 6.62-6.82 (m, 4H), 7.11 (t, J=7.8 Hz, 1H); MS (m/z): 144.05 (M+H)+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-7536efb602ec4e8796fc671ff4414099
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

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