Acrolein → HCID 22235036, compound

HRID 749610Notes

Reaction equation

HRID 749610 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:14]=[CH:13][C:6]([CH2:7][CH:8]([C:11]#[N:12])[C:9]#[N:10])=[CH:5][CH:4]=1.[CH:17]([CH:19]=[CH2:20])=[O:18]>O1CCCC1>[CH:17]([CH2:19][CH2:20][C:8]([CH2:7][C:6]1[CH:5]=[CH:4][C:3]([C:2]([F:15])([F:16])[F:1])=[CH:14][CH:13]=1)([C:11]#[N:12])[C:9]#[N:10])=[O:18]

Participants

4

Reactant 2

HCID 7847AcroleinHCID 10656743(4-(Trifluoromethyl)benzyl)malononitrile

Product 1

HCID 22235036HCID 22235036, compoundYield 42.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

First, 20 ml of tetrahydrofuran was added dropwise slowly to the mixture of 0.50 g of dihydro tetrakis(triphenylphosphine)ruthenium and 3.00 g of (4-(trifluoromethyl)benzyl)malononitrile under an atmosphere of nitrogen, followed by stirring for 15 minutes. Then, 0.82 g of acrolein was added dropwise slowly, followed by stirring for 1 hour at room temperature and then the solvent was distilled away. The residue was subjected to silica gel column chromatography to give 1.58 g of 2-(2-formylethyl)-2-(4-(trifluoromethyl)benzyl)malononitrile (the intermediate (19)).

Workup

  1. stirringby stirring for 1 hour at room temperature
  2. distillationthe solvent was distilled away

Sources & evidence

ORD record
ord-3e3e79e93c8543a7a4b7779f3da02d6a
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Reaction notes

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