Phosphorus oxide (P4O10) → 3-(2,4-Difluorophenyl)propanenitrile

HRID 974395Notes

Reaction equation

HRID 974395 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][C:11]([NH2:13])=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][C:11]#[N:13]

Participants

3

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 189380933-(2,4-Difluorophenyl)propanamide

Product 1

HCID 183533953-(2,4-Difluorophenyl)propanenitrile

Conditions

Temperature
200 °C

Procedure

74.0 g (0.40 mol) of 3-(2,4-difluorophenyl)propanamide are mixed with 124 g (0.87 mol) of phosphorus pentoxide, and the mixture is heated to 200° C. in an oil bath in a flask fitted with falling condenser. The resultant liquid is distilled off by applying a vacuum of about 67 mbar. 48.5 g of a colourless oil, which is subjected to fractional distillation at 120°-124° C. in vacuo (19 mbar), are obtained. 46.5 g (70% of theory) of the expected product are obtained.

Workup

  1. customfitted
  2. distillationThe resultant liquid is distilled off
  3. distillation48.5 g of a colourless oil, which is subjected to fractional distillation at 120°-124° C. in vacuo (19 mbar)
  4. customare obtained

Sources & evidence

ORD record
ord-81e7ddae60a0438e8b3b2992b3650e69
Source dataset
uspto-grants-1991_11
Patent number
US05068371

Reaction notes

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