3-(4-Nitrophenyl)propionitrile → 10139-91-0

HRID 1962230Notes

Reaction equation

HRID 1962230 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]#[N:13])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][C:12]#[N:13])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 50518053-(4-Nitrophenyl)propionitrile

Product 1

HCID 1041932410139-91-0

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-(4-Nitrophenyl)propionitrile (38) (740 mg, 4.2 mmol) was reduced by using procedure described in Example 5 in methanol (100 mL) with 10% Pd/C as a catalyst to afford 3-(4-aminophenyl)propionitrile (39). 1H NMR (DMSO-d6): δ 6.91-6.88 (d, J=9.0 Hz, 2H), 6.49-6.46 (d, J=9.0 Hz, 2H), 4.92 (s, 2H), and 2.66 (s, 4H).

Sources & evidence

ORD record
ord-30d9e5ded9374cfe8384f3a3b82a305a
Source dataset
uspto-grants-2013_04
Patent number
US08415365B2

Reaction notes

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