Ammonia → 3-(Propan-2-yl)benzonitrile

HRID 1804541

Reaction equation

HRID 1804541 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:8]([CH3:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.[Cu](C#N)[C:12]#[N:13].O.N>N1C=CC=CC=1.C1(C)C=CC=CC=1>[CH:8]([C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[C:12]#[N:13])([CH3:10])[CH3:9]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 1384991-Bromo-3-isopropylbenzeneHCID 178418260HCID 178418260, compound

Product 1

HCID 2584403-(Propan-2-yl)benzonitrile

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 1140TolueneSolvent

Procedure

5.15 g (25.87 mmol) m-bromo-isopropyl-benzene and 2.69 g (30.04 mmol) copper cyanide are stirred in 2.50 ml of pyridine for 24 hours at 180° C. Then 15 ml of water, 15 ml of toluene and 15 ml conc. ammonia solution are added, then the mixture is extracted. The organic phase is dried and evaporated to dryness.

Workup

  1. extractionthe mixture is extracted
  2. customThe organic phase is dried
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-656f53ae722d463c8e6a0eff14f36527
Source dataset
uspto-grants-2013_01
Patent number
US08354418B2

Linked notes

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