Indole-3-Carboxaldehyde → 1-(2-fluorobenzyl)-1H-indole-3-carbaldehyde

Reaction equation

[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]=[O:11])=[CH:2]1.[F:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15]Br>>[F:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15][N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]=[O:11])=[CH:2]1

Participants

Reactant 2

HCID 10256Indole-3-Carboxaldehyde

HCID 67968alpha-Bromo-o-fluorotoluene

Product 1

HCID 7755861-(2-fluorobenzyl)-1H-indole-3-carbaldehyde

Procedure

The same procedures used in Example 1 were repeated except for using 870 mg of indole-3-carbaldehyde and 2-fluorobenzyl bromide in place of the benzyl bromide used in Example 1 to give 1.46 g of 1-(2-fluorobenzyl)indole-3-carbaldehyde as yellowish brown crystals. The yield thereof was found to be 96%.

Sources & evidence

ORD record: ord-59f9074edc3d4f36921ba4d2d165be41
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05811439

Reaction notes

Loading…