(Triphenylphosphoranylidene)acetaldehyde → 3-(5-Bromopyridin-2-yl)prop-2-enal

HRID 540637Notes

Reaction equation

HRID 540637 reaction equation
C1(P(=[CH:20][CH:21]=[O:22])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:23][C:24]1[CH:25]=[CH:26][C:27]([CH:30]=O)=[N:28][CH:29]=1>>[Br:23][C:24]1[CH:25]=[CH:26][C:27](/[CH:30]=[CH:20]/[CH:21]=[O:22])=[N:28][CH:29]=1

Participants

3

Reactant 2

HCID 75051(Triphenylphosphoranylidene)acetaldehydeHCID 98775625-Bromopyridine-2-carbaldehyde

Product 1

HCID 866767303-(5-Bromopyridin-2-yl)prop-2-enal

Procedure

818 mg of (triphenylphosphoranylidene)acetaldehyde and 500 mg of 5-bromopyridine-2-carbaldehyde are stirred at RT overnight. The volatile fractions are removed under reduced pressure, and the residue is purified by column chromatography (silica gel, MeOH:DCM=99:1).

Workup

  1. customThe volatile fractions are removed under reduced pressure
  2. customthe residue is purified by column chromatography (silica gel, MeOH:DCM=99:1)

Sources & evidence

ORD record
ord-1bd8186cec38481786b372d8dc7b3f7d
Source dataset
uspto-grants-2014_10
Patent number
US08871798B2

Reaction notes

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