Hydrochloric Acid → 195532-64-0

HRID 2241119Notes

Reaction equation

HRID 2241119 reaction equation
[C:1]([C:3]1[C:4]([F:16])=[C:5]([CH:11]=[C:12]([F:15])[C:13]=1[F:14])[C:6]([O:8]CC)=[O:7])#[N:2].Cl.O>C(O)(=O)C>[C:1]([C:3]1[C:4]([F:16])=[C:5]([CH:11]=[C:12]([F:15])[C:13]=1[F:14])[C:6]([OH:8])=[O:7])#[N:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 18417534Ethyl 3-cyano-2,4,5-trifluorobenzoate

Product 1

HCID 18417533195532-64-0Yield 97.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

Ethyl 3-cyano-2,4,5-trifluorobenzoate (3.35 g, 14.6 mmol) was suspended in glacial acetic acid (5 mL). Concentrated hydrochloric acid (10 mL) was added thereto, and the mixture was stirred at 100° C. for 4 hours. While cooling with ice, water (100 mL) was added to the reaction mixture. Subsequently, the resultant mixture was extracted with chloroform (100 mL×4), followed by drying with sodium sulfate anhydrate. After filtration, the filtrate was concentrated under reduced pressure. The residue was recrystallized from chloroform/n-hexane, to thereby yield the title compound as a white solid (2.86 g, 97%).

Workup

  1. additionwas added to the reaction mixture
  2. extractionSubsequently, the resultant mixture was extracted with chloroform (100 mL×4)
  3. dry with materialby drying with sodium sulfate anhydrate
  4. filtrationAfter filtration
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe residue was recrystallized from chloroform/n-hexane

Sources & evidence

ORD record
ord-a01bd094050540038e130aa515ca663f
Source dataset
uspto-grants-2010_05
Patent number
US07723524B2

Reaction notes

Loading…