Imidazole → HCID 18536138, compound

HRID 2306259Notes

Reaction equation

HRID 2306259 reaction equation
[I:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([OH:12])[CH:10]=2)[CH:5]=[CH:4][CH:3]=1.N1C=CN=C1.[CH:18]([Si:21](Cl)([CH:25]([CH3:27])[CH3:26])[CH:22]([CH3:24])[CH3:23])([CH3:20])[CH3:19].O>CN(C=O)C>[I:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][Si:21]([CH:25]([CH3:27])[CH3:26])([CH:22]([CH3:24])[CH3:23])[CH:18]([CH3:20])[CH3:19])[CH:10]=2)[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 795ImidazoleHCID 962WaterHCID 139400Triisopropylsilyl chlorideHCID 6229868-Iodo-2-naphthol

Product 1

HCID 18536138HCID 18536138, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

1-Iodo-7-hydroxynaphthalene, as described in Step A, (15.84 g, 58.65 mmol), imidazole (5.59 g, 82.11 mmol) and triisopropylsilyl chloride (17.6 mL, 82.11 mmol) were dissolved in DMF (40 mL) and heated to 40° C. for 18 hours. The reaction was poured into H2O and extracted with hexanes (3×). The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo, to yield the above-titled compound.

Workup

  1. extractionextracted with hexanes (3×)
  2. dry with materialThe combined organic extracts were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0f5c65a087634931a8d9339496584041
Source dataset
uspto-grants-2002_08
Patent number
US06441017B1

Reaction notes

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