Isoamyl Nitrite → HCID 2743095, compound

HRID 1498937Notes

Reaction equation

HRID 1498937 reaction equation
C[O-].[Na+].[Cl:4][C:5]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:6]=1[CH2:12][C:13]#[N:14].[N:15](OCCC(C)C)=[O:16]>CO>[Cl:4][C:5]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:6]=1[C:12](=[N:15][OH:16])[C:13]#[N:14]

Participants

5

Reactant 3

HCID 8053Isoamyl NitriteHCID 805662,4-DichlorophenylacetonitrileHCID 10942334Sodium Methoxide

Product 1

HCID 2743095HCID 2743095, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under an ice cooling, sodium methoxide (2.70 g) was dissolved in methanol (100 ml), and 2,4-dichlorophenylacetonitrile (9.30 g, 50 mmol) and isoamyl nitrite (5.85 g) were added thereto. The mixture was stirred for 18 hours at a room temperature. The solvent was distilled off, and the residue was crystallized by adding diethyl ether (100 ml) to the residue. The resulting crystal was separated by filtration and azeotropically dried with benzene to give the title compound (9.68 g, 90%).

Workup

  1. distillationThe solvent was distilled off
  2. customthe residue was crystallized
  3. additionby adding diethyl ether (100 ml) to the residue
  4. customThe resulting crystal was separated by filtration
  5. dry with materialazeotropically dried with benzene

Sources & evidence

ORD record
ord-1eb016a67ab748d381127f8d3e8d2304
Source dataset
uspto-grants-2015_12
Patent number
US09200008B2

Reaction notes

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