3-Methoxybenzonitrile → HCID 12056226, compound

HRID 1057276Notes

Reaction equation

HRID 1057276 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7].[F:11][C:12]([F:29])([C:25]([F:28])([F:27])[F:26])[C:13]([N:15]=[C:16]([C:21]([F:24])([F:23])[F:22])[C:17]([F:20])([F:19])[F:18])=[O:14]>C(OCC)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:6]2[O:14][C:13]([C:12]([F:11])([F:29])[C:25]([F:26])([F:27])[F:28])=[N:15][C:16]([C:17]([F:18])([F:20])[F:19])([C:21]([F:24])([F:23])[F:22])[N:7]=2)[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 737123-MethoxybenzonitrileHCID 14272804HCID 14272804, compound

Product 1

HCID 12056226HCID 12056226, compoundYield 8,127%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
60 °C

Procedure

3-Methoxybenzonitrile (1.31 g. 0.01 mole) and 2,2,3,3,3-pentafluoro-N-{2,2,2-trifluoro-1-(trifluoromethyl)ethylidene}propanamide (4.67 g., 0.015 mole) were dissolved in diethyl ether and heated in a glass ampoule to 60° C. for six hours. Solvent was evaporated off and the residue distilled at 119° to 120° C./13 min to give a colorless oil (361 g, 82 percent). PMR (CDCl3), 3.85 s (3H), 7.18 d (1H), 7.40 t (1H), 7.55 s (1H), 7.65 d (1H), 19F NMR, −45.74 (2F), −5.47 (3F), −1.12 (6F).

Workup

  1. customSolvent was evaporated off
  2. distillationthe residue distilled at 119° to 120° C./13 min

Sources & evidence

ORD record
ord-6943629443874ec99c1558c88a7ca2f2
Source dataset
uspto-grants-2003_02
Patent number
US06514911B1

Reaction notes

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