Phenacyl bromide → 1-(2-Oxo-2-phenylethyl)-1H-indole-3-carboxaldehyde

HRID 2394442Notes

Reaction equation

Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[NH:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([CH:20]=[O:21])=[CH:12]1>>[CH2:2]([N:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([CH:20]=[O:21])=[CH:12]1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4]

Participants

Reactant 2

HCID 6259Phenacyl bromide

HCID 10256Indole-3-Carboxaldehyde

Product 1

HCID 9676331-(2-Oxo-2-phenylethyl)-1H-indole-3-carboxaldehydeYield 56.8%

Procedure

The same procedures used in Example 1 were repeated except for using 2.88 g of bromoacetophenone and 2.00 g of indole-3-carbaldehyde as a starting material to give 2.06 g of 1-phenacylindole-3-carbaldehyde as pale yellow crystals. The yield thereof was found to be 57%.

Sources & evidence

ORD record: ord-92ae34a0e9744603b5fee13c18377f38
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05811439

Reaction notes

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