Hydrochloric Acid → HCID 59739613, compound

HRID 1192964Notes

Reaction equation

HRID 1192964 reaction equation
[F-].[Cs+].[F:3][C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:5]=1[CH:6]=[O:7].C[Si](C)(C)[C:15]([F:18])([F:17])[F:16].Cl>C1COCC1.O>[F:3][C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:5]=1[CH:6]([OH:7])[C:15]([F:18])([F:17])[F:16]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 25953Cesium fluorideHCID 1362842,6-DifluorobenzaldehydeHCID 552549(Trifluoromethyl)trimethylsilane

Product 1

HCID 59739613HCID 59739613, compoundYield 88.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Caesium fluoride (32 mg, 2.1 mmol) was added to a mixture of 2,6-difluoro-benzaldehyde (2 ml, 18.2 mmol) and trimethyl(trifluoromethyl)silane (2 ml, 19.6 mmol) in THF (30 ml) at room temperature. The suspension was stirred at room temperature for 6 hours and stored at room temperature 18 hours. A mixture of concentrated hydrochloric acid (3 ml) in water (7 ml) was added and the solution was stirred at room temperature for 4 hours. The mixture was concentrated to give the product (3.4 g, 87% yield) which was used without further purification.

Workup

  1. waitstored at room temperature 18 hours
  2. additionwas added
  3. stirringthe solution was stirred at room temperature for 4 hours
  4. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-563881e3a37543c7adae1a29bdb4a331
Source dataset
uspto-grants-2014_03
Patent number
US08680290B2

Reaction notes

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