Bromotrimethylsilane → HCID 21458623, compound
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]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- custompartitioned between trichloromethane and water
- dry with materialThe organic phases are dried with Na2SO4
- concentrationconcentrated by evaporation
Sources & evidence
- ORD record
- ord-5eef77c49f8346208b1dc470f9906c3b
- Source dataset
- uspto-grants-1997_08
- Patent number
- US05654445
Reaction notes
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