Water → HCID 22641002, compound

HRID 2415253Notes

Reaction equation

HRID 2415253 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]#[C:10][Si](C)(C)C)=[CH:5][C:4]=1[F:15])[CH3:2].[OH2:16]>O1CCCC1.S(=O)(=O)(O)O.Cl[Hg]Cl>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:16])[CH3:10])=[CH:5][C:4]=1[F:15])[CH3:2]

Participants

6

Reactant 2

HCID 962WaterHCID 226410481-Ethyl-2-fluoro-4-[2-(trimethylsilyl)ethynyl]benzene

Product 1

HCID 22641002HCID 22641002, compound

Reagents, catalysts & solvents 3

HCID 24085Mercuric ChlorideCatalystHCID 1118Sulfuric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred mixture of (4-ethyl-3-fluoro-phenylethynyl)-trimethyl-silane (1.43 g, 6.5 mmol), HgCl2 (250 mg, 0.92 mmol) in aqueous tetrahydrofuran (tetrahydrofuran, 10 mL, H2O, 3 mL), concentrated sulfuric acid (98%, 0.70 mL) was added and the mixture stirred for 6 hours. The mixture was poured into water (50 mL) and extracted with ether (3×20 mL). Removal of solvent gave a solid that was chromatographed (20% thyl acetate/hexanes) to give the desired product. 560 mg, 52%.

Workup

  1. additionwas added
  2. extractionextracted with ether (3×20 mL)
  3. customRemoval of solvent
  4. customgave a solid
  5. customthat was chromatographed (20% thyl acetate/hexanes)

Sources & evidence

ORD record
ord-ff22f8b5e0d44a1f9ded23003f7e21bf
Source dataset
uspto-grants-2004_11
Patent number
US06818663B2

Reaction notes

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