Diphenylamine → Triphenylamine

HRID 35013

Reaction equation

HRID 35013 reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]1([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-].[K+]>[Cu]>[C:2]1([N:14]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11487DiphenylamineHCID 11575IodobenzeneHCID 14797Potassium Hydroxide

Product 1

HCID 11775TriphenylamineYield 82%

Reagents, catalysts & solvents 1

HCID 23978CopperCatalyst

Procedure

The same equipment and conditions as in example I were employed with the following charge: 20.4 grams (0.1 mole) iodobenzene, 27.4 grams (0.15 mole) diphenylamine, 16.8 grams (0.3 mole) potassium hydroxide flakes, 15.0 grams of copper powder and 30.0 milliliters of Soltrol® 170. The above-identified product was obtained as colorless crystals having a melting point of 125°-126° C. Yield 82%.

Workup

  1. additionfollowing charge
  2. customThe above-identified product was obtained as colorless crystals

Sources & evidence

ORD record
ord-05bdd44fe3d447eaafc64f1cc325b326
Source dataset
uspto-grants-1988_08
Patent number
US04764625

Linked notes

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