1-Iodopropane → 1-(tert-butyl-dimethyl-silanyl)-6-(tert-butyl-dimethyl-silanyloxy)-3-propyl-1H-indole

HRID 1767940Notes

Reaction equation

HRID 1767940 reaction equation
Br[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])=[CH:8][CH:9]=2)[N:4]([Si:19]([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20])[CH:3]=1.[C:26]([Li])(C)([CH3:28])[CH3:27].C(I)CC>>[C:22]([Si:19]([CH3:21])([CH3:20])[N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[C:7]([O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])[CH:6]=2)[C:2]([CH2:27][CH2:26][CH3:28])=[CH:3]1)([CH3:25])([CH3:24])[CH3:23]

Participants

4

Reactant 3

HCID 336431-IodopropaneHCID 236144903-bromo-1-(tert-butyl-dimethyl-silanyl)-6-(tert-butyl-dimethyl-silanyloxy)-1H-indoleHCID 178418306HCID 178418306, compound

Product 1

HCID 236144821-(tert-butyl-dimethyl-silanyl)-6-(tert-butyl-dimethyl-silanyloxy)-3-propyl-1H-indole

Procedure

In analogy to the procedure described in example 21 b], 3-bromo-1-(tert-butyl-dimethyl-silanyl)-6-(tert-butyl-dimethyl-silanyloxy)-1H-indole (example 21 a]) was treated with tert-butyllithium and propyl iodide to yield 1-(tert-butyl-dimethyl-silanyl)-6-(tert-butyl-dimethyl-silanyloxy)-3-propyl-1H-indole as red liquid.

Sources & evidence

ORD record
ord-c69285a6d70b49ceb4406ec5e154c9b1
Source dataset
uspto-grants-2007_06
Patent number
US07235572B2

Reaction notes

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