Imidazole → HCID 58912040, compound

HRID 1296212Notes

Reaction equation

HRID 1296212 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([F:12])[C:5]([O:10][CH3:11])=[C:6]([CH:9]=1)[CH2:7][OH:8].N1C=CN=C1.Cl[Si:19]([C:32]([CH3:35])([CH3:34])[CH3:33])([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN(C)C=O.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([F:12])[C:5]([O:10][CH3:11])=[C:6]([CH:9]=1)[CH2:7][O:8][Si:19]([C:32]([CH3:35])([CH3:34])[CH3:33])([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

6

Reactant 3

HCID 795ImidazoleHCID 94078tert-ButyldiphenylchlorosilaneHCID 22926027(5-Bromo-3-fluoro-2-methoxyphenyl)methanol

Product 1

HCID 58912040HCID 58912040, compoundYield 103.1%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

907 mg of 5-bromo-3-fluoro-2-methoxybenzyl alcohol was dissolved in 10 ml of N,N-dimethylformamide. 400 mg of imidazole and 1.06 g of chloro(t-butyl)diphenylsilane were added, followed by stirring for 1 hour at room temperature and for 0.5 hours at 50° C. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate, filtered, and the solvent was evaporated, to give 1.882 g of [(5-bromo-3-fluoro-2methoxybenzyl)oxy](t-butyl)diphenylsilane.

Workup

  1. washwashed with water and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-9ee7c5864c984943adc95bfd67836d8b
Source dataset
uspto-grants-2007_07
Patent number
US07244861B2

Reaction notes

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