1,4-Dibromobutane → 5-(4-Bromo-butoxy)-2,3-dimethyl-1H-indole

HRID 1633694Notes

Reaction equation

HRID 1633694 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH3:11])=[CH:8][C:7]([OH:12])=[CH:6][CH:5]=2.[Br:13][CH2:14][CH2:15][CH2:16][CH2:17]Br>>[Br:13][CH2:14][CH2:15][CH2:16][CH2:17][O:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[NH:3][C:2]([CH3:1])=[C:10]2[CH3:11]

Participants

3

Reactant 2

HCID 80561,4-DibromobutaneHCID 220307882,3-Dimethyl-1H-indol-5-ol

Product 1

HCID 186794395-(4-Bromo-butoxy)-2,3-dimethyl-1H-indole

Procedure

In analogy to example 3.1, 2,3-Dimethyl-1H-indol-5-ol [for preparation see for example: Roth, H. J.; Lepke, P. Synthesis of indole and carbazole derivatives by condensation of α-hydroxyketones and aromatic amines. Arch. Pharm. (Weinheim) (1972), 305(3), 159-71.] and 1,4-dibromobutane were converted to yield 5-(4-Bromo-butoxy)-2,3-dimethyl-1H-indole as white solid, mp 119-120° C., MS: 295 (M, 1Br).

Sources & evidence

ORD record
ord-d5a2774203814af28bdc731b9378eb03
Source dataset
uspto-grants-2003_01
Patent number
US06503907B2

Reaction notes

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