Hydrochloric Acid → 1-Ethynyl-3-(trifluoromethyl)benzene

HRID 606793

Reaction equation

HRID 606793 reaction equation
C(=O)([O-])[O-].[K+].[K+].C[Si](C)(C)[C:9]#[C:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=1.Cl>C(O)C>[C:10]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:18])([F:19])[F:20])[CH:12]=1)#[CH:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 42818851-[(Trimethylsilyl)ethynyl]-3-(trifluoromethyl)benzene

Product 1

HCID 27784901-Ethynyl-3-(trifluoromethyl)benzeneYield 77.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Add potassium carbonate (307 mg, 2.22 mmol) to a solution of trimethyl-(3-trifluoromethylphenylethynyl)-silane (1.07 g, 4.42 mmol) in ethanol (15 mL). Stir at room temperature for 16 h. Neutralized with 10% aqueous hydrochloric acid solution. Add water and extract the product with hexanes. Evaporate hexanes slowly in a cool water bath (<15° C.) to give the title compound (580 mg, 77%).

Workup

  1. extractionAdd water and extract the product with hexanes

Sources & evidence

ORD record
ord-27d7747c2c7e4b2282c127c635a7efd1
Source dataset
uspto-grants-2011_03
Patent number
US07915424B2

Linked notes

Loading…