Phosphorus oxychloride → 4-Chloro-8-(difluoromethoxy)quinoline

HRID 418452Notes

Reaction equation

HRID 418452 reaction equation
[F:1][CH:2]([F:15])[O:3][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[C:9]2O.P(Cl)(Cl)([Cl:18])=O>>[F:1][CH:2]([F:15])[O:3][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[C:9]2[Cl:18]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178516461HCID 178516461, compound

Product 1

HCID 435319324-Chloro-8-(difluoromethoxy)quinoline

Procedure

The product from step b) was heated to reflux in phosphorus oxychloride (80 ml) for 1 hour. The reagent was evaporated under reduced pressure to give an oil which was carefully poured into a mixture of ice/880 ammonia solution (400 ml) and stirred for 30 minutes. The solid was filtered off and dried in vacuo to give the sub-title compound (6.80 g).

Workup

  1. customThe reagent was evaporated under reduced pressure
  2. customto give an oil which
  3. filtrationThe solid was filtered off
  4. customdried in vacuo

Sources & evidence

ORD record
ord-b4394c2c00fa4d369689f08ced98c5be
Source dataset
uspto-grants-2012_01
Patent number
US08093278B2

Reaction notes

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