Butanal → 1,1-Di-(5-fluoroindol-3-yl)-butane

HRID 6942

Reaction equation

HRID 6942 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[CH:11](=O)[CH2:12][CH2:13][CH3:14]>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]([C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=2)[NH:7][CH:6]=1)[CH2:12][CH2:13][CH3:14]

Participants

3

Reactant 2

HCID 261ButanalHCID 678615-Fluoroindole

Product 1

HCID 220193091,1-Di-(5-fluoroindol-3-yl)-butaneYield 45%

Procedure

This was prepared in the same way as described in example 2/2 starting from 5-fluoroindole and butyraldehyde. The reaction, however, was heated under reflux for 24 hours. The end product was isolated and purified by chromatography on an SiO2 column using a hexane:ethyl ether gradient ranging from 7:3 to 4:6 as the eluent. Yield 45%.

Workup

  1. customThis was prepared in the same way
  2. customThe reaction
  3. temperaturehowever, was heated
  4. temperatureunder reflux for 24 hours
  5. customThe end product was isolated
  6. custompurified by chromatography on an SiO2 column

Sources & evidence

ORD record
ord-40492c21a69f46b88fd0fa2d519864ca
Source dataset
uspto-grants-2006_08
Patent number
US07084166B2

Linked notes

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