Hydrochloric Acid → HCID 22996232, compound

HRID 31506Notes

Reaction equation

HRID 31506 reaction equation
[CH2:1]([O:3][C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7])[CH3:2].[ClH:16].[CH2:17]([OH:19])[CH3:18]>>[ClH:16].[CH2:1]([O:3][C:4]1[CH:11]=[C:10]([C:12]([F:13])([F:14])[F:15])[CH:9]=[CH:8][C:5]=1[C:6](=[NH:7])[O:19][CH2:17][CH3:18])[CH3:2]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 702EthanolHCID 450943912-Ethoxy-4-(trifluoromethyl)benzonitrile

Product 1

HCID 22996232HCID 22996232, compoundYield 67%

Procedure

2-Ethoxy-4-trifluoromethyl-benzonitrile (64 g) was dissolved in 750 mL of anhydrous ethanol. The solution was cooled to 0° C. and saturated with hydrogen chloride gas. The reaction flask was then sealed with a Teflon stopper and stirred at room temperature for 11 d. The progress of the reaction was checked every few days, and the solution was saturated again with hydrogen chloride gas. Nitrogen gas was bubbled through the solution to remove excess hydrogen chloride gas. The solvent was removed and the residue was triturated in diethyl ether to afford ethyl 2-ethoxy-4-trifluoromethyl-benzimidate hydrochloride (59.5 g, 67% yield) as white solids.

Workup

  1. waitThe progress of the reaction was checked every few days
  2. customNitrogen gas was bubbled through the solution
  3. customto remove excess hydrogen chloride gas
  4. customThe solvent was removed
  5. customthe residue was triturated in diethyl ether

Sources & evidence

ORD record
ord-95d4cb604fc943bdb39ab50a61f6e239
Source dataset
uspto-grants-2008_09
Patent number
US07425638B2

Reaction notes

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