(Triphenylphosphoranylidene)acetaldehyde → (E)-3-[5-(3-Fluorophenyl)pyridin-2-yl]propenal

HRID 540636Notes

Reaction equation

HRID 540636 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[CH:10][C:11]([CH:14]=O)=[N:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1.C1(P(=[CH:35][CH:36]=[O:37])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[CH:10][C:11](/[CH:14]=[CH:35]/[CH:36]=[O:37])=[N:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 75051(Triphenylphosphoranylidene)acetaldehydeHCID 463131125-(3-Fluorophenyl)pyridine-2-carbaldehyde

Product 1

HCID 86676729(E)-3-[5-(3-Fluorophenyl)pyridin-2-yl]propenal

Procedure

584 mg of 5-(3-fluorophenyl)pyridine-2-carbaldehyde and 883 mg of (triphenylphosphoranylidene)acetaldehyde are stirred at RT overnight. The solvents are evaporated and the residue is purified by column chromatography (silica gel, MeOH:DCM=99.5:0.5).

Workup

  1. customThe solvents are evaporated
  2. customthe residue is purified by column chromatography (silica gel, MeOH:DCM=99.5:0.5)

Sources & evidence

ORD record
ord-d225d56d701c4882a7a3c0a75e369b6c
Source dataset
uspto-grants-2014_10
Patent number
US08871798B2

Reaction notes

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