Dimethylformamide → 4-Chloro-2-(trifluoromethyl)benzonitrile

HRID 1872327Notes

Reaction equation

HRID 1872327 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1I.[CH3:13][N:14](C)C=O.[Cu](C#N)C#N>O>[F:1][C:2]([F:12])([F:11])[C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[C:13]#[N:14]

Participants

5

Conditions

Temperature
140 °C

Procedure

100 g of 2-trifluoromethyl-4-chloro iodobenzene, 200 ml of dimethylformamide and 58.7 g of copper cyanide are introduced at 20° C., the reaction medium is heated for 3 hours at 140° C., left to cool down to 20° C., then poured into 600 ml of ice-cooled demineralized water. After filtering, rinsing with 3×200 ml of isopropyl ether, the aqueous phase is decanted and reextracted with 3×200 ml of isopropyl ether. The organic phases are combined and washed with 200 ml of demineralized water and dried. In this way 66.64 g of expected product is obtained.

Workup

  1. waitleft
  2. temperatureto cool down to 20° C.
  3. filtrationAfter filtering
  4. washrinsing with 3×200 ml of isopropyl ether
  5. customthe aqueous phase is decanted
  6. washwashed with 200 ml of demineralized water
  7. customdried

Sources & evidence

ORD record
ord-c5d47cf897b949ceb9c93fd8f5f3314e
Source dataset
uspto-grants-2000_08
Patent number
US06107488

Reaction notes

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