5-Bromo-2-methyl-2-pentene → 1-(4-Methyl-3-pentenyl)indole-4-carbaldehyde

Reaction equation

Br[CH2:2][CH2:3][CH:4]=[C:5]([CH3:7])[CH3:6].[NH:8]1[C:16]2[CH:15]=[CH:14][CH:13]=[C:12]([CH:17]=[O:18])[C:11]=2[CH:10]=[CH:9]1>>[CH3:6][C:5]([CH3:7])=[CH:4][CH2:3][CH2:2][N:8]1[C:16]2[CH:15]=[CH:14][CH:13]=[C:12]([CH:17]=[O:18])[C:11]=2[CH:10]=[CH:9]1

Participants

Reactant 2

HCID 1375215-Bromo-2-methyl-2-pentene

HCID 333703Indole-4-carboxaldehyde

Product 1

HCID 189735511-(4-Methyl-3-pentenyl)indole-4-carbaldehydeYield 86.9%

Procedure

The same procedures used in Example 7 were repeated except for using 4.59 g of 5-bromo-2-methyl-2-pentene and 2.00 g of indole-4-carbaldehyde as a starting material to give 2.72 g of 1-(4-methyl-3-pentenyl)indole-4-carbaldehyde as a brown oily substance. The yield thereof was found to be 87%.

Sources & evidence

ORD record: ord-81dbeea5ecfd4b8eb08457c4f13944f0
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05811439

Reaction notes

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