Potassium Carbonate → HCID 86725289, compound

HRID 1403202Notes

Reaction equation

HRID 1403202 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:15])[CH:6]=[CH:7][C:8]=1[C:9]#[C:10][Si](C)(C)C.C([O-])([O-])=O.[K+].[K+]>CO>[C:9]([C:8]1[CH:7]=[CH:6][C:5]([NH2:15])=[CH:4][C:3]=1[O:2][CH3:1])#[CH:10]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86725288HCID 86725288, compound

Product 1

HCID 86725289HCID 86725289, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Methoxy-4-trimethylsilanylethynyl-phenylamine (1.86 g, 8.45 mmol) in MeOH (17 mL) was treated with solid K2CO3 (1.17 g, 8.45 mmol). After stirring at room temperature the volatiles were removed by evaporation, the residue was taken up with EtOAc (50 mL), washed with water (50 mL), brine, dried over sodium sulfate and evaporated. The crude was purified by flash chromatography on silica gel (heptane/EtOAc 65/35) to afford 520 mg of title compound (42% yield).

Workup

  1. customwere removed by evaporation
  2. washwashed with water (50 mL), brine
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customThe crude was purified by flash chromatography on silica gel (heptane/EtOAc 65/35)

Sources & evidence

ORD record
ord-2694cae62df145b2a7ca7f9bcf040d81
Source dataset
uspto-grants-2014_12
Patent number
US08912200B2

Reaction notes

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