Methyl iodide → 1-(tert-butyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1H-indole
Reaction equation
Br[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])[CH:9]=2)[N:4]([Si:19]([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20])[CH:3]=1.IC.[C:28]([Li])(C)(C)C>>[C:22]([Si:19]([CH3:21])([CH3:20])[N:4]1[C:5]2[C:10](=[CH:9][C:8]([O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])=[CH:7][CH:6]=2)[C:2]([CH3:28])=[CH:3]1)([CH3:25])([CH3:24])[CH3:23]Participants
4
Procedure
In analogy to the procedure described in example 27 c], 3-bromo-1-(tert-butyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-1H-indole was reacted with 1-iodomethane in the presence of tert-butyllithium to give 1-(tert-butyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1H-indole as brown viscous oil.
Sources & evidence
- ORD record
- ord-bf3f1d23ca25428aa42ffc3e4dc12e62
- Source dataset
- uspto-grants-2007_06
- Patent number
- US07235572B2
Reaction notes
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