Bromotrimethylsilane → HCID 21458623, compound

HRID 264896Notes

Reaction equation

HRID 264896 reaction equation
C[Si]([Br:5])(C)C.[CH2:6]([O:13][C:14]1[CH:21]=[C:20]([C:22]([CH3:25])([CH3:24])[CH3:23])[CH:19]=[CH:18][C:15]=1[CH2:16]O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(Cl)(Cl)Cl>[CH2:6]([O:13][C:14]1[CH:21]=[C:20]([C:22]([CH3:25])([CH3:24])[CH3:23])[CH:19]=[CH:18][C:15]=1[CH2:16][Br:5])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 76113BromotrimethylsilaneHCID 53997885HCID 53997885, compound

Product 1

HCID 21458623HCID 21458623, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2.9 ml of trimethylsilyl bromide are added to a solution, stirred at room temperature, of 4 g of 2-benzyloxy-4-tert-butyl-benzyl alcohol in 100 ml of chloroform. The reaction mixture is stirred for a further 1 hour and then partitioned between trichloromethane and water. The organic phases are dried with Na2SO4 and concentrated by evaporation, yielding the title compound: Rf (dichloromethane/hexane=8:2)=0.95.

Workup

  1. custompartitioned between trichloromethane and water
  2. dry with materialThe organic phases are dried with Na2SO4
  3. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-6cbc4cd385a041e9a0d3873b1b34a3ea
Source dataset
uspto-grants-1997_07
Patent number
US05646143

Reaction notes

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