HCID 59193687, compound → HCID 59193680, compound

HRID 384622Notes

Reaction equation

HRID 384622 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[C:4]([N+:9]([O-])=O)[C:3]=1[C:12]1[C:17]([N+:18]([O-])=O)=[CH:16][CH:15]=[C:14]([CH3:21])[C:13]=1[CH3:22]>CO.[Pd]>[CH3:8][C:7]1[C:2]([CH3:1])=[C:3]([C:12]2[C:17]([NH2:18])=[CH:16][CH:15]=[C:14]([CH3:21])[C:13]=2[CH3:22])[C:4]([NH2:9])=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 59193687HCID 59193687, compound

Product 1

HCID 59193680HCID 59193680, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3.0 g (10 mmol) of the compound (34) and 500 mg (5 mol %) of 10% Pd/C were added to 50 ml of a methanol solvent and were stirred for 12 hours under hydrogen atmosphere. After the completion of the reaction, solid matter was removed by filtration and thereafter, the resultant was purified by column chromatography (ethyl acetate:hexane=1:5) to obtain 2.4 g (10 mmol) of 5,6,5′,6′-tetramethylbiphenyl-2,2′-diamine (35) (yield was 100%).

Workup

  1. customAfter the completion of the reaction, solid matter
  2. customwas removed by filtration
  3. customthe resultant was purified by column chromatography (ethyl acetate:hexane=1:5)

Sources & evidence

ORD record
ord-6f3331dff182468d885796f32da48c3a
Source dataset
uspto-grants-2013_02
Patent number
US08367820B2

Reaction notes

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